AI Sales Operator

Location: Canada About the Role You will be the person who makes our AI better at selling. You will read its conversations, notice what is working and what is not, and change the instructions it follows so the next thousand conversations go better. You do not need to know everything on day one. We will teach you our tools, our playbooks and how to write and test prompts. What we cannot teach is the instinct for conversations, a feel for sales, and the curiosity to dig into the data and ask why. What You'll Do Review AI-drafted text messages each day, and approve, edit or rewrite them before they send. Spot patterns across conversations, such as an opener that gets replies but no orders, and figure out the cause. Update each brand's prompts and playbook to fix problems at the source, then test the change before it goes live. Respond to brand requests and turn them into playbook updates. Help launch new brands: deep research on their brand, write the persona and opening messages, and check that offers work. Run and track A/B tests, and report what won. Requirements You read people well. From one text you can tell whether a shopper is ready to buy, has a question, or is done, and you reply the way a real person would. You have sales instinct. You answer an objection and then ask for the sale, without arguing or pushing the customer away. You are curious about data. You can open a table of conversations and ask the right questions: how many, compared to what, at which brand, since when. You notice when a number looks off and go find out why. You fix the cause, not the symptom. When the AI says something wrong, you look for the reason (a missing fact, a vague rule, two rules that conflict) and fix the instruction so it does not happen again. You are comfortable with AI tools. You use ChatGPT, Claude or similar tools regularly and understand that how you ask shapes what you get back. You are online. These are live conversations. You are responsive during working hours and quick to pick things up in Slack. You learn fast and like feedback. You pick up new tools quickly and want to get better each week. Nice to Have Experience in sales (SDR, BDR, retail or any role with a close rate), customer support, or live chat. Experience at a DTC brand or ecommerce agency. Familiarity with Shopify, Klaviyo, Postscript or similar tools. Spreadsheet skills, or basic SQL. Something you have built or automated with AI on your own. What We'll Teach You Our console, approval queue and playbook system. How to write, test and ship prompt changes. Shopify basics, discount codes and how they combine. How we run and read A/B tests.