Posted 17 days ago
AI Sales Operator
@ Paired
Remote in Canada
Overview
Paired is hiring an AI Sales Operator to improve how its AI sells, by reviewing AI-drafted sales text messages, finding patterns in conversations and updating each brand's prompts and playbook. The role is full-time and works with live customer conversations during working hours. Candidates need sales instinct, comfort with data and AI tools, and an online presence in Slack.
Responsibilities:
- Review and approve AI-drafted sales text messages daily
- Spot conversation patterns and identify their causes
- Update brand prompts and playbooks, then test changes
- Launch new brands with research, personas and offers
- Run and report A/B tests
Requirements summary:
- Reads people well and replies like a real person
- Sales instinct for handling objections and asking for the sale
- Curious about data and comfortable with spreadsheets
- Comfortable using ChatGPT, Claude or similar AI tools
- Responsive online during working hours
Tools & skills
Source and dates
Employer career site / ATS feed · workable
- Employer posting date
- 2026-10-20
- First seen by our source
- 2026-10-22
- Source record updated
- 2026-10-22
These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.
Job details
| Seniority | Entry level |
| Department | Sales |
| Hours per week | 40 (estimated) |
| Travel | air: none · ground: none |
| Work setting | Office, Home |
| Position | Mostly sitting |
| Physical demands | physical low · computer high |
| Languages | English |
Summary and details written by AI from the posting; the employer’s posting is the authority.
Paired
Saved company profile
Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.
Connecting Companies with the Best Global Talent #LETSGETPAIRED
Full company description
Paired is a leading headhunting agency that specializes in sourcing and recruiting top creative and design talent from overseas. We pride ourselves on our ability to identify and attract the very best candidates for our clients. At Paired, we understand that hiring the right talent is critical to the success of any organization. That's why we take a personalized, consultative approach to the recruitment, working closely with our clients to understand their unique needs and requirements, and tailoring our search and selection process accordingly.
- LinkedIn followers
- 399,220
- People associated on LinkedIn
- 77
- Reported office locations
- Orange County, California, US
- Business categories
- Apps
- Software
- Dating
- Other recorded names
- Paired
- Specialties
- Talent Consulting
- Profile identifies a recruitment agency
- Yes
Paired is a leading headhunting agency that specializes in sourcing and recruiting top creative and design talent from overseas. We pride ourselves on our ability to identify and attract the very best candidates for our clients. At Paired, we understand that hiring the right talent is critical to the success of any organization. That's why we take a personalized, consultative approach to the recruitment, working…
| Field | Value |
|---|---|
| Industry | Outsourcing and Offshoring Consulting |
| Company size | 11-50 employees |
| Headquarters | Orange County, California |
| Organization type | Privately Held |
| Year founded | 2023 |
| Specialties | Talent Consulting |
| Open jobs on Jobsy | 3 |
| View page |
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.
Journal
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