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Location: Denver 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in Denver, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: Hempstead Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in New York, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: San Diego Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in San Diego, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: Brooklyn Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 48 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in New York, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: Phoenix Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in Airzona, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: Los Angeles Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in Los Angeles, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: USA Workplace: Remote 🏥 ABOUT SAILOR HEALTH For most older adults, healthcare doesn’t fail in one place—it fails across many. Mental health, physical health, medications, and day-to-day realities all interact, but the system treats them separately. The result is confusion, missed care, and worsening outcomes. Sailor Health is building a new model of care for older adults that brings the mind and the body together. We combine behavioral health, medical insight, and hands-on care navigation to help patients and families understand what’s going on and what to do next. By taking a more holistic and preventative approach, we aim to catch issues earlier, reduce avoidable crises, and keep patients in their homes instead of the hospital. ⭐ ABOUT THE ROLE You are the clinical gateway for patients navigating chronic conditions and complex care needs. Through telehealth visits, you assess the full medical picture and partner closely with healthcare advocates to define and oversee care plans that patients can actually follow. While therapists lead the work on the mind, you lead the clinical perspective on the body—bringing medical clarity to situations that are often fragmented or poorly coordinated. You will be one of the first physicians in this role at Sailor, and you’ll play a key part in shaping how it evolves. We’re looking for someone who is excited by growth, comfortable with change, and motivated by the opportunity to help build something from the ground up while delivering excellent care. 💻 YOUR KEY RESPONSIBILITIES - Conduct comprehensive telehealth assessments for older adults with chronic and complex conditions - Identify clinical risks and gaps in care across diagnoses, medications, and recent utilization - Oversee patient care plans in partnership with healthcare advocates, addressing both medical needs and social determinants of health - Collaborate with therapists and care teams to ensure physical health is fully integrated into ongoing care ✅ WHAT WE’RE LOOKING FOR - MD or DO, licensed in Florida, Maryland, Pennsylvania, and Texas and additional states preferred - Board certification in Internal Medicine, Family Medicine, or related specialty - At least 5 hours of availability a week - Experience caring for patients with chronic and complex conditions, especially older adults - Strong clinical judgment and ability to synthesize incomplete information into clear plans - Comfortable using technology and excited about leveraging AI to improve care delivery - Passionate about mental health and holistic care

Location: USA Workplace: Remote 🏥 ABOUT SAILOR HEALTH For most older adults, healthcare doesn’t fail in one place—it fails across many. Mental health, physical health, medications, and day-to-day realities all interact, but the system treats them separately. The result is confusion, missed care, and worsening outcomes. Sailor Health is building a new model of care for older adults that brings the mind and the body together. We combine behavioral health, medical insight, and hands-on care navigation to help patients and families understand what’s going on and what to do next. By taking a more holistic and preventative approach, we aim to catch issues earlier, reduce avoidable crises, and keep patients in their homes instead of the hospital. ⭐ ABOUT THE ROLE You are the clinical gateway for patients navigating chronic conditions and complex care needs. Through telehealth visits, you assess the full medical picture and partner closely with healthcare advocates to define and oversee care plans that patients can actually follow. While therapists lead the work on the mind, you lead the clinical perspective on the body—bringing medical clarity to situations that are often fragmented or poorly coordinated. You will be one of the first physicians in this role at Sailor, and you’ll play a key part in shaping how it evolves. We’re looking for someone who is excited by growth, comfortable with change, and motivated by the opportunity to help build something from the ground up while delivering excellent care. 💻 YOUR KEY RESPONSIBILITIES - Conduct comprehensive telehealth assessments for older adults with chronic and complex conditions - Identify clinical risks and gaps in care across diagnoses, medications, and recent utilization - Oversee patient care plans in partnership with healthcare advocates, addressing both medical needs and social determinants of health - Collaborate with therapists and care teams to ensure physical health is fully integrated into ongoing care ✅ WHAT WE’RE LOOKING FOR - MD or DO, licensed in at least 45 states including Florida, Maryland, Pennsylvania, and Texas - Board certification in Internal Medicine, Family Medicine, or related specialty - At least 5 hours of availability a week - Experience caring for patients with chronic and complex conditions, especially older adults - Strong clinical judgment and ability to synthesize incomplete information into clear plans - Comfortable using technology and excited about leveraging AI to improve care delivery - Passionate about mental health and holistic care

Location: Seattle Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in Seattle, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: Raleigh Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in Raleigh, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: Atlanta Workplace: Hybrid 🏥 ABOUT SAILOR HEALTH Sailor Health http://sailorhealth.com/ is on a mission to to reinvent the aging experience in America. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that. Sailor Health is building the health & wellness platform for aging. Covered by Medicare, we offer virtual mental health care, wellness classes, care navigation, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor. We are proud to serve thousands of patients across all 50 states and to accept Medicare (the majority of our patients pay $0 out of pocket). We are also honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health. ⭐ ABOUT THE ROLE At Sailor Health, our Provider Partnership team is at the heart of everything we do. They are the bridge between Sailor and the health systems, primary care practices, senior living communities, home care agencies, and community organizations that support older adults every day. As the first Provider Partnership Manager in Atlanta, you will help launch Sailor in a brand-new market serving millions of seniors. This is a highly entrepreneurial opportunity where you’ll build Sailor’s local presence from the ground up. You’ll be in the field developing relationships across the healthcare ecosystem and establishing Sailor as the trusted behavioral health partner for older adults in the market. This is a uniquely meaningful role. Because of our focus on senior mental health and insurance-covered care, you’ll often be the only person in the room doing what you do. Every conversation is an opportunity to advocate for an overlooked population and expand access to care for older adults who too often fall through the cracks. At Sailor, we lead with our why, and you’ll represent that mission every day in the communities you serve. 💻 WHAT YOU’LL DO - Build Referral Partnerships: Develop relationships with physicians, care coordinators, social workers, assisted living facilities, and senior-focused organizations. Educate providers and office staff on Sailor Health’s services, patient eligibility, and referral workflows - Own Territory Growth: Grow referral volume across your market by developing new partnerships, managing relationships with high-priority accounts, and driving consistent outreach across the local healthcare ecosystem. - Operate in the Field. Spend 4–5 days per week meeting partners in person across your territory. Attend community events, provider meetings, and networking opportunities - Collaborate Cross-Functionally. Partner closely with clinical, operations, and patient experience teams to ensure a seamless referral and onboarding experience. Share market feedback to improve provider experience, patient activation, and growth strategy. Help refine outreach processes, messaging, and partnership playbooks as the company scales - You're comfortable with range. You can give a presentation to 20 providers and walk into a solo PCP's office to build a 1-on-1 relationship. You're strategic at the territory level and granular on follow-up. ✅ IDEAL QUALIFICATIONS & SKILLS At Sailor, we value character over experience. If the below points sounds like you, we’d love to hear from you. - You have empathy AND hunger. You're someone who connects authentically with older adults while having the relentless drive to turn that care into results. You hit goals and you keep people at the center. - You've built relationships from scratch in high-activity sales/development roles. Whether medical sales, pharma, recruiting, business development, or community organizing—you've prospected, handled rejection, built pipelines, and converted. You know how to move from no to yes. - You're entrepreneurial and resourceful. You learn quickly, operate well in ambiguity, and take ownership without waiting for the perfect playbook. - You have exceptional attention to detail. You stay organized, maintain a clean CRM, follow through consistently, and ensure partners, patients, and teammates have a high-quality experience at every touchpoint. - You genuinely believe in the opportunity and mission. Senior behavioral health is deeply underserved, and you’re excited by the chance to help build the trusted behavioral health partner that changes how older adults access care. 🚀 OUR OFFER TO YOU - 💰 Competitive salary and uncapped variable compensation tied to performance - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🚗 Field-based reimbursement mileage at IRS rates - 🍱 Company card for provider meals and engagement - 🌴 Flexible PTO and sick days - 🕺🏻 Friendliest and most dynamic team culture that actually care about you - ✚ We are a small team looking for people that can develop into leaders as we grow

Location: New York City (Soho); USA Workplace: OnSite 🌊 ABOUT SAILOR HEALTH America is undergoing one of the largest demographic shifts in its history as the Baby Boomer generation enters its later years. This shift will put unprecedented pressure on Medicare, which already spends more than $1 trillion each year caring for older adults. Yet the healthcare system is built backwards: reactive instead of preventative, measuring years of life instead of the quality of them. Sailor Health https://www.sailorhealth.com/careers/corporate is building a new care model for aging. We combine behavioral health, healthcare advocacy, wellness classes, and AI care agents into one virtual platform designed for older adults. AI coaches help patients navigate their health between visits, while AI copilots give providers the tools to deliver higher-quality, better-informed care. We partner with Medicare to make our platform affordable and accessible to older adults nationwide. Sailor has exceptional product-market fit: - Exponential growth: We are honored to serve thousands of patients across all 50 states, with strong organic demand helping make Sailor one of the fastest-growing companies in healthcare. - AI-powered, deeply human care: We harness the power of AI while keeping human connection at the center of care, creating an experience that feels personal, continuous, and deeply human. - Talent-dense team: We are a 25-person team in our NYC office and are backed by the founders of Ramp, Nourish, Headway, Charlie Health, and Spring Health. Learn more about us here: https://www.sailorhealth.com/careers/corporate ⭐ ABOUT THE ROLE We’re hiring our first Founding Data & Analytics Engineer to architect and scale Sailor’s data foundation, powering everything from clinical insights to AI copilots. You’ll work closely with our co-founders, clinicians, and engineers to build the pipelines and analytics that fuel care delivery and decision-making. This is a ground-floor opportunity to build an AI-first data stack from scratch at a startup with extreme PMF. You’ll design the data models that measure patient outcomes, automate operations, and unlock intelligence across our platform. We're honestly looking for a bit of a unicorn: someone who can architect pipelines like a data engineer, ship web apps like a product engineer, and reason about the business like a founder. 💻 WHAT YOU’LL DO - Create data-powered web apps to solve tangible business problems - Build pipelines in Snowflake and dbt that unify data from EHR, CRM, and communication systems - Develop AI and ML-driven analyses of therapy transcripts and patient data - Automate backend operations with Python scripts that power clinical and billing workflows - Track and visualize clinical outcomes (PHQ-9, GAD-7, etc.) - Collaborate cross-functionally with clinicians and founders to turn data into action - Build long-term horizon data architectures and solutions that grow as our user base and internal teams grow ✅ YOU’RE A GREAT FIT IF YOU - Live in NYC and energized by in-person work - Have 3-10 years of experience in data engineering or analytics - Are fluent in SQL, Python, dbt, and Snowflake - Have experience with GraphQL, REST APIs, and unstructured data (e.g., transcripts, FHIR format) - Bring high EQ and can communicate clearly with non-technical teammates - Move fast, set a high bar, and care deeply about improving mental health for older adults ✚ OUR OFFER TO YOU - 💰 Top quartile salary and equity - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🌴 Flexible PTO and sick days - 🍱 Lunch and dinner in our beautiful Soho office covered by Sailor - 🎤 Team building events - 🕺🏻 Friendliest and most dynamic team culture - ✚ Additional: One Medical Membership for US employees, HSA, Talkspace, HealthAdvocate, Teladoc Health   💙 OUR VALUES 1. 💙 Make your Grandparents Proud: Remember why you’re here and build the standard of care you wish your grandparents received. 2. 💡 Best Ideas Win: We strip problems down to first principles and challenge each other – but once a decision is made, we row as one. 3. ⚡️Go Fast and Far: We have a burning sense of urgency AND we go the extra mile. 4. 🥇 Do What It Takes To Be #1: We obsess over excellence and challenge ourselves and each other to actualize our best selves. 5. ⛵ Happy Crew: A miserable crew rows slow. A happy crew rows fast. Fun is a performance metric.

Location: Canada Workplace: Remote ABOUT SAILOR HEALTH Sailor Health is revolutionizing mental health care for older adults, addressing one of the fastest-growing and most underserved healthcare segments in America. With over 60 million seniors expected to make up nearly 25% of the population by 2030, we’re entering a period of unprecedented demand for care. Yet, today, millions of older adults remain isolated, underserved, and struggling with mental health challenges such as anxiety, depression, loneliness without adequate support. At Sailor Health, we envision a world where every senior has seamless access to compassionate, effective, and personalized mental health care. Join us on our mission to redefine the golden years, enabling older adults across the nation to live happier, healthier, and more fulfilling lives. ABOUT THE ROLE Location: Remote - CA based Title: Receptionist We're hiring a full-time remote Receptionist to be the first point of contact for calls, messages, and emails that come in from patients and their families. You'll be the steady, welcoming voice that greets every person who reaches out to Sailor Health and makes sure they get to the right place quickly. You'll own first response and triage across phone, email, and SMS, answering inbound communication with warmth and clarity, resolving simple requests yourself, and routing anything else to the right care team member. It's a role built for someone who's energized by fast-moving, high-volume communication and who takes real pride in making sure no one falls through the cracks. This role is especially well-suited for someone with an interest in mental health and healthcare access since you'll often be the first point of contact for individuals seeking care, and the way you handle that first conversation shapes their whole experience with Sailor Health. WHAT YOU'LL OWN - Handle inbound communication from patients and prospective patients — phone, email, and SMS — with warmth and clarity, same-day, so nothing sits unanswered. - Route each inquiry to the right person or team, and take the right action yourself when you can resolve it directly. - Know our clinical and administrative workflows well enough to execute on them and troubleshoot with patients in the moment. - Know the patient care team inside and out — who owns what, so every patient gets pointed to the right person or resource without delay. - Understand the entire patient lifecycle, from first inquiry through ongoing care, so you can support patients and families at any stage of their journey. WHO YOU ARE - Empathetic and clear communicator. You speak with kindness, listen actively, and make others feel at ease — even during difficult or emotional conversations. - Fast and unflappable under volume. You're comfortable being the first voice on a high volume of calls and messages, and you don't let things pile up. - Highly organized and detail-oriented. You can track many open threads across phone, voicemail, SMS, and email at once, and you know when to resolve something yourself versus routing to another team. - Tech-comfortable. You're comfortable learning tools like Google Workspace, EHR platforms, or CRMs, and pick up new software quickly. - Reliable and dependable. You show up when you say you will, follow through on what you commit to, and can be counted on day in and day out — this role only works if patients and the team can rely on you being there. - Experience welcome, not required. You may have worked in a front-desk, call center, customer service, or administrative support role before, but most importantly, you're responsive, compassionate, and eager to grow. WHY JOIN SAILOR HEALTH - Mission with impact. Help bring life-changing care to a population that’s too often overlooked. - Remote-first team. Enjoy the flexibility of remote work while staying closely connected with a thoughtful, collaborative team rooted in purpose. - Growth and ownership. Be part of a small, agile team where you’ll take initiative, shape key processes, and grow as we grow. - Make someone’s day – every day. Your work helps older adults and their families feel seen, supported, and cared for. If this sounds like you, we’d love to connect. Join us in redefining what it means to age with dignity, connection, and mental wellness.

Location: Canada Workplace: Remote ABOUT SAILOR HEALTH Sailor Health is revolutionizing mental health care for older adults, addressing one of the fastest-growing and most underserved healthcare segments in America. With over 60 million seniors expected to make up nearly 25% of the population by 2030, we’re entering a period of unprecedented demand for care. Yet, today, millions of older adults remain isolated, underserved, and struggling with mental health challenges such as anxiety, depression, loneliness without adequate support. At Sailor Health, we envision a world where every senior has seamless access to compassionate, effective, and personalized mental health care. Join us on our mission to redefine the golden years, enabling older adults across the nation to live happier, healthier, and more fulfilling lives. ABOUT THE ROLE Location: Remote - CA based Title: Receptionist We're hiring a full-time remote Receptionist to be the first point of contact for calls, messages, and emails that come in from patients and their families. You'll be the steady, welcoming voice that greets every person who reaches out to Sailor Health and makes sure they get to the right place quickly. You'll own first response and triage across phone, email, and SMS, answering inbound communication with warmth and clarity, resolving simple requests yourself, and routing anything else to the right care team member. It's a role built for someone who's energized by fast-moving, high-volume communication and who takes real pride in making sure no one falls through the cracks. This role is especially well-suited for someone with an interest in mental health and healthcare access since you'll often be the first point of contact for individuals seeking care, and the way you handle that first conversation shapes their whole experience with Sailor Health. WHAT YOU'LL OWN - Handle inbound communication from patients and prospective patients — phone, email, and SMS — with warmth and clarity, same-day, so nothing sits unanswered. - Route each inquiry to the right person or team, and take the right action yourself when you can resolve it directly. - Know our clinical and administrative workflows well enough to execute on them and troubleshoot with patients in the moment. - Know the patient care team inside and out — who owns what, so every patient gets pointed to the right person or resource without delay. - Understand the entire patient lifecycle, from first inquiry through ongoing care, so you can support patients and families at any stage of their journey. WHO YOU ARE - Empathetic and clear communicator. You speak with kindness, listen actively, and make others feel at ease — even during difficult or emotional conversations. - Fast and unflappable under volume. You're comfortable being the first voice on a high volume of calls and messages, and you don't let things pile up. - Highly organized and detail-oriented. You can track many open threads across phone, voicemail, SMS, and email at once, and you know when to resolve something yourself versus routing to another team. - Tech-comfortable. You're comfortable learning tools like Google Workspace, EHR platforms, or CRMs, and pick up new software quickly. - Reliable and dependable. You show up when you say you will, follow through on what you commit to, and can be counted on day in and day out — this role only works if patients and the team can rely on you being there. - Experience welcome, not required. You may have worked in a front-desk, call center, customer service, or administrative support role before, but most importantly, you're responsive, compassionate, and eager to grow. WHY JOIN SAILOR HEALTH - Mission with impact. Help bring life-changing care to a population that’s too often overlooked. - Remote-first team. Enjoy the flexibility of remote work while staying closely connected with a thoughtful, collaborative team rooted in purpose. - Growth and ownership. Be part of a small, agile team where you’ll take initiative, shape key processes, and grow as we grow. - Make someone’s day – every day. Your work helps older adults and their families feel seen, supported, and cared for. If this sounds like you, we’d love to connect. Join us in redefining what it means to age with dignity, connection, and mental wellness.

Location: Canada Workplace: Remote ⛵ About Sailor Health Sailor Health is on a mission to solve the mental health crisis among older adults. In the United States, older adults have the highest suicide rates of any age group yet receive the least mental health care. By 2030, over 65 million seniors will make up nearly a quarter of the U.S. population, creating one of the largest and most urgent challenges in healthcare. Sailor is building the platform for senior mental health, connecting older adults, therapists, healthcare professionals, and insurance plans. Our AI-native operating system powers seamless care coordination, real-time clinical insights, and insurance billing – enabling therapists to spend more time delivering compassionate care. We are growing quickly and have partnered with Medicare to offer affordable and exceptional psychotherapy to hundreds of patients. ⭐ About the Role Location: Remote (Canada) Schedule: Part-time (approx. 20-25 hrs/week, exact hours flexible based on candidate availability and business need) We take pride in having the best and most passionate clinicians in the country. They are kind and caring people – a product of the hard work we've put into our clinical recruitment. We're looking for a part-time Clinical Recruiter to support our fast-growing clinical team by managing the candidate-facing stages of our hiring process: reviewing resumes, conducting interviews, assessing fit, and keeping clinicians informed and engaged throughout their journey with us. Your goal will be to help identify the most exceptional therapists and psychologists who are passionate about serving the senior population. 🧰 Key Responsibilities - Screen: Review incoming resumes and applications to identify candidates worth advancing - Interview & assess: Conduct clinician interviews, often running back-to-back calls throughout the working day, and evaluate each candidate's clinical, behavioral, and operational fit against rubrics developed by the Provider Growth team - Communicate: Keep clinicians informed and engaged at every touchpoint, ensuring a 5-star candidate experience throughout their journey with us - Track: Own your portion of the recruitment pipeline in our applicant tracking system, keeping candidate stages, notes, and statuses accurate and current - Coordinate: Partner with the Provider Growth team to hand off candidates smoothly at each pipeline stage (e.g., into offer stage, onboarding) ✅ You're a Great Fit If You're - Warm and personable – clinicians feel genuinely heard and valued in every conversation with you, and you build authentic rapport quickly, even in a first call - Intuitive, with spot-on judgment – you can read between the lines of a resume and an interview to sense who has the clinical chops and temperament to thrive with our patients, not just who looks good on paper - Organized – you keep candidate data, notes, and follow-ups tight and timely, so nothing falls through the cracks even when juggling a full slate of interviews - Flexible in a fast-paced environment – you can shift gears smoothly between back-to-back calls, stay sharp through a packed schedule, and adapt as priorities change day to day

Location: USA Workplace: Remote ⛵ About Sailor Health Sailor Health is on a mission to solve the mental health crisis among older adults. In the United States, older adults have the highest suicide rates of any age group yet receive the least mental health care. By 2030, over 65 million seniors will make up nearly a quarter of the U.S. population, creating one of the largest and most urgent challenges in healthcare. Sailor is building the platform for senior mental health, connecting older adults, therapists, healthcare professionals, and insurance plans. Our AI-native operating system powers seamless care coordination, real-time clinical insights, and insurance billing – enabling therapists to spend more time delivering compassionate care. We are growing quickly and have partnered with Medicare to offer affordable and exceptional psychotherapy to hundreds of patients. ⭐ About the Role Location: Remote (USA) Schedule: Part-time (approx. 20-25 hrs/week, exact hours flexible based on candidate availability and business need) We take pride in having the best and most passionate clinicians in the country. They are kind and caring people – a product of the hard work we've put into our clinical recruitment. We're looking for a part-time Clinical Recruiter to support our fast-growing clinical team by managing the candidate-facing stages of our hiring process: reviewing resumes, conducting interviews, assessing fit, and keeping clinicians informed and engaged throughout their journey with us. Your goal will be to help identify the most exceptional therapists and psychologists who are passionate about serving the senior population. 🧰 Key Responsibilities - Screen: Review incoming resumes and applications to identify candidates worth advancing - Interview & assess: Conduct clinician interviews, often running back-to-back calls throughout the working day, and evaluate each candidate's clinical, behavioral, and operational fit against rubrics developed by the Provider Growth team - Communicate: Keep clinicians informed and engaged at every touchpoint, ensuring a 5-star candidate experience throughout their journey with us - Track: Own your portion of the recruitment pipeline in our applicant tracking system, keeping candidate stages, notes, and statuses accurate and current - Coordinate: Partner with the Provider Growth team to hand off candidates smoothly at each pipeline stage (e.g., into offer stage, onboarding) ✅ You're a Great Fit If You're - Warm and personable – clinicians feel genuinely heard and valued in every conversation with you, and you build authentic rapport quickly, even in a first call - Intuitive, with spot-on judgment – you can read between the lines of a resume and an interview to sense who has the clinical chops and temperament to thrive with our patients, not just who looks good on paper - Organized – you keep candidate data, notes, and follow-ups tight and timely, so nothing falls through the cracks even when juggling a full slate of interviews - Flexible in a fast-paced environment – you can shift gears smoothly between back-to-back calls, stay sharp through a packed schedule, and adapt as priorities change day to day

Location: New York City (Soho) Workplace: OnSite 🌊 ABOUT SAILOR HEALTH America is undergoing one of the largest demographic shifts in its history as the Baby Boomer generation enters its later years. This shift will put unprecedented pressure on Medicare, which already spends more than $1 trillion each year caring for older adults. Yet the healthcare system is built backwards: reactive instead of preventative, measuring years of life instead of the quality of them. Sailor Health https://www.sailorhealth.com/careers/corporate is building a new care model for aging. We combine behavioral health, healthcare advocacy, wellness classes, and AI care agents into one virtual platform designed for older adults. AI coaches help patients navigate their health between visits, while AI copilots give providers the tools to deliver higher-quality, better-informed care. We partner with Medicare to make our platform affordable and accessible to older adults nationwide. Sailor has exceptional product-market fit: - Exponential growth: We are honored to serve thousands of patients across all 50 states, with strong organic demand helping make Sailor one of the fastest-growing companies in healthcare. - AI-powered, deeply human care: We harness the power of AI while keeping human connection at the center of care, creating an experience that feels personal, continuous, and deeply human. - Talent-dense team: We are a 25-person team in our NYC office and are backed by the founders of Ramp, Nourish, Headway, Charlie Health, and Spring Health. Learn more about us here: https://www.sailorhealth.com/careers/corporate ⭐ ABOUT THE ROLE Location: New York City, in office, 5 days a week. We’re hiring a Strategy & Operations Lead to join our core team at Sailor Health and work side-by-side with the founders to build at the intersection of healthcare and AI. This role is a unique opportunity to architect Sailor’s growth infrastructure across operations, clinical delivery, and AI product. If you want a high-ownership role at a startup with extreme product-market fit, we’d love to meet you. 💻 YOUR KEY RESPONSIBILITIES We are growing very quickly, so we’re looking for Swiss army knives who are excited to tackle different problems. We hire for people, not roles - but here’s our best attempt at describing what you might work on: - Launch a new care line: You could stand up and scale new offerings like care navigation, owning everything from workflow design to execution and performance. - Own and scale a function: You could take over a core area like provider operations, RCM, or care navigation and drive it from scrappy to world-class. - Drive AI transformation internally: You could deploy AI-powered tools, from vibe-coded internal apps to workflow automations, that unlock step-function improvements in how we operate. ✅ WHAT WE’RE LOOKING FOR This role isn’t for everyone. It’s fast-paced, chaotic, and requires hard work. But if this excites you, we’d love to meet you. - You’re an A+ player: You have a hunger to win and a proven track record of being a top performer in high-intensity environments. - You want to solve hard problems: You’re energized by complexity and have the work ethic to push through challenges throughout the week. - You’re analytical and decisive: You’re skilled in Excel/Google Sheets and can perform deep analyses to inform fast, high-quality decisions. - You take work personally: You take pride in what you build and care deeply about the impact of your work. - You’re AI-native: You believe healthcare will be fundamentally transformed over the next decade and want to help drive that change in your day-to-day. OUR OFFER TO YOU - 💰 Top quartile salary and equity - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🌴 Flexible PTO and sick days - 🍱 Lunch and dinner in our beautiful Soho office covered by Sailor - 🎤 Team building events - 🕺🏻 Friendliest and most dynamic team culture - ✚✚ Additional: One Medical Membership for US employees, HSA, Talkspace, HealthAdvocate, Teledoc Health OUR VALUES 1. 💙 Make your Grandparents Proud: Remember why you’re here and build the standard of care you wish your grandparents received. 2. 💡 Best Ideas Win: We strip problems down to first principles and challenge each other – but once a decision is made, we row as one. 3. ⚡️Go Fast and Far: We have a burning sense of urgency AND we go the extra mile. 4. 🥇 Do What It Takes To Be #1: We obsess over excellence and challenge ourselves and each other to actualize our best selves. 5. ⛵ Happy Crew: A miserable crew rows slow. A happy crew rows fast. Fun is a performance metric.

Location: New York City (Soho) Workplace: OnSite 🌊 ABOUT SAILOR HEALTH America is undergoing one of the largest demographic shifts in its history as the Baby Boomer generation enters its later years. This shift will put unprecedented pressure on Medicare, which already spends more than $1 trillion each year caring for older adults. Yet the healthcare system is built backwards: reactive instead of preventative, measuring years of life instead of the quality of them. Sailor Health https://www.sailorhealth.com/careers/corporate is building a new care model for aging. We combine behavioral health, healthcare advocacy, wellness classes, and AI care agents into one virtual platform designed for older adults. AI coaches help patients navigate their health between visits, while AI copilots give providers the tools to deliver higher-quality, better-informed care. We partner with Medicare to make our platform affordable and accessible to older adults nationwide. Sailor has exceptional product-market fit: - Exponential growth: We are honored to serve thousands of patients across all 50 states, with strong organic demand helping make Sailor one of the fastest-growing companies in healthcare. - AI-powered, deeply human care: We harness the power of AI while keeping human connection at the center of care, creating an experience that feels personal, continuous, and deeply human. - Talent-dense team: We are a 25-person team in our NYC office and are backed by the founders of Ramp, Nourish, Headway, Charlie Health, and Spring Health. Learn more about us here: https://www.sailorhealth.com/careers/corporate ⭐ ABOUT THE ROLE Location: New York City (Soho), in office, 5 days a week. We are looking for a relentless problem-solver to join Sailor Health as our Provider Operations & Strategy Lead. This person will build the operations and infrastructure that give every clinician who calls Sailor home an exceptional experience. At Sailor, we are reimagining what it means to age in America by delivering exceptional geriatric care – and that starts with setting our clinicians up for success. That commitment runs deep: when we started the company, our co-founders brought geriatric clinicians out of retirement and personally taught them how to use Zoom. The right person for this role brings that same range. You'll enjoy getting to know our providers and understanding their pain points as much as spending afternoons building AI-native operational systems with our engineering team – and you'll value long-term strategy as much as solving the problem in front of a provider today. It's a role with real ownership and visibility, close to a clinical team that's growing fast and a leadership group that sees provider operations as a core part of the business. You'll report directly to one of our co-founders and work alongside our Clinical Director and Provider Growth Lead. You'll also coach the exceptional team currently running provider support. 💻 YOUR KEY RESPONSIBILITIES - Represent the voice of the provider across the company: Be the voice of real provider pain points in rooms with product, engineering, and clinical. - Manage day-to-day operations of our clinical team: Be the person responsible for ensuring provider operations run smoothly: supporting support escalations, work with clinical quality leads to enable exceptional care, and create the right systems and protocols meant for scale. - Build support into an operating system: Take the function from an inbox to a scalable infrastructure so Sailor can absorb 10x provider volume scalably. You’ll build AI support agents with our engineers and own the support product. - Write and enforce operational policies: Draft and roll out the policies that govern provider operations: payroll, holidays, patient no-shows… - Deliver hard conversations directly: Own provider churn-risk and consequential conversations with providers. Communicate clearly and without ambiguity, while reading the room. Providers should leave the conversation understanding exactly where they stand. - Close the provider feedback loop: Collect NPS and provider feedback, diagnose the real drivers, and push fixes into onboarding, clinical, and growth. - Coach and manage the provider support team: Improve ticket quality, tone, and resolution speed through direct coaching, and build systems that enable this at 10x scale. ✅ WHAT WE’RE LOOKING FOR This is a high-ownership role for a builder who wants to get in early and shape something from scratch. The pace is high; people who thrive here move fast, take initiative, and get energized by dynamism and ambiguity. - 3+ years of experience, with at least one of: prior ops or product role at a fast-growing startup; consulting or finance experience. Demonstrated track record of exceptional achievement in at least one dimension. - Thrives in ambiguity — and structures it. Doesn't freeze without a playbook. Pattern-matches across situations and builds repeatable systems from messy problem spaces. - Meticulously organized: Most likely praised by your teachers or peers about your to-do lists and organizational skills. You stay on top of time-sensitive tasks and attack projects proactively. - Direct, high-stakes communicator. Can deliver hard messages clearly to external stakeholders — providers who can churn — without burying the point to protect the relationship, or blowing it up by being tone-deaf. - People management instinct. You know how to improve someone else's output without owning it for them. You coach to the actual gap, not around it. - AI operator. You build systems on Claude or ChatGPT to move faster and do more with less – either in your work or personal life. - You take work personally. The clinician experience and the patient experience are directly connected. You feel that. OUR OFFER TO YOU - 💰 Top quartile salary and equity - 🩺 Comprehensive benefits, including medical, dental & vision insurance - 🌴 Flexible PTO and sick days - 🍱 Lunch and dinner in our beautiful Soho office covered by Sailor - 🎤 Team building events - 🕺🏻 Friendliest and most dynamic team culture - ✚✚ Additional: One Medical Membership for US employees, HSA, Talkspace, HealthAdvocate, Teledoc Health OUR VALUES 1. 💙 Make your Grandparents Proud: Remember why you’re here and build the standard of care you wish your grandparents received. 2. 💡 Best Ideas Win: We strip problems down to first principles and challenge each other – but once a decision is made, we row as one. 3. ⚡️Go Fast and Far: We have a burning sense of urgency AND we go the extra mile. 4. 🥇 Do What It Takes To Be #1: We obsess over excellence and challenge ourselves and each other to actualize our best selves. 5. ⛵ Happy Crew: A miserable crew rows slow. A happy crew rows fast. Fun is a performance metric.