AI Sales Operator
This is the employer's own posting, not a copy on a job board.
What we know
Is it still open?
Confirmed still open
Last checked 1d ago — checked against the employer's own applicant tracking system, which is the company answering directly.
We re-read the employer's own applicant tracking system and the posting was still there. That is the company answering directly.
How old is it?
Posted 12d ago
The date the source published, not the day we noticed it (2026-10-21). Last seen at its source 4h ago.
We have tracked this listing since 21 Oct 2026 (11 days). The employer's own board has carried it every time we have read it, most recently 4 hours ago.
Is it remote?
Marked remote on the employer's board
Their board carries a remote setting on this posting — a field they filled in, not wording we read. The location field names somewhere specific, which is usually where the team or the entity sits.
Who may apply?
Canada
The description states no restriction of its own. This is the source's own tag.
Pay not stated
Similar roles pay $85k–175k/yr
Middle 50% of 167 listings that do state pay — Sales & Marketing · all levels · Canada · USD/year. This employer has published no salary; this is what comparable listings we hold disclose, never converted between currencies or periods. How this is calculated.
Skills named in the ad
Recognised terms only, from a fixed vocabulary — this is what CV matching compares against.
Carried by 1 source
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Workable employer's own board first seen 11d ago · last seen 4h ago
The listing
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.