actionable ai

← Careers · Role 04 of 5

DM Setter

Clear the inbox, work the warm list, book the calls.

Location
Remote, Kelowna preferred.
Employment
Full-time or contract
Base pay
$3,000 to $4,500 CAD per month base plus a bonus per booked, qualified call.

Every role: base pay plus uncapped performance incentive. Hit the number, the pay follows.

[ 00 ] · The role

What you would own

Every day hundreds of business owners message Cooper's Instagram. You reply in his voice, find the ones who run a $2M+ business with a team, and book them onto a call with our closer.

[ 01 ] · About Actionable AI

Actionable AI teaches business owners to build their own AI operating system. Founded by Cooper Simson (111K on Instagram, 32K newsletter readers, 10M+ views in 2026). Two-person team today, Cooper and Josh, hiring the first four people to take a single $15K, 3-month AI Operator program to 20-30 clients by December and $20M in 2027. Based in Kelowna, BC.

[ 02 ] · The work

Responsibilities

  • Answer every inbound DM and comment the same day, Pacific hours.
  • Run daily outbound to warm followers, commenters, and resource downloaders.
  • Qualify on revenue, team size, what they have tried with AI, and what they want.
  • Book qualified calls, log every conversation in the CRM, hand off clean notes.
  • Follow up until they book or say no. Report the numbers daily.

What we need

  • You have set appointments in DMs or by phone for a coach, agency, or high-ticket offer, and you can show the numbers.
  • You write like a person, fast, and can match a founder's tone.
  • You are organised: nothing falls through, every lead has a next step.

Nice to have

  • Sales experience
  • Familiarity with AI tools
  • You already follow the AI creator space

What you get

  • A warm inbox from 111K followers and a 32K list
  • A clear script and one clear offer
  • Base pay plus a bonus for every qualified call that shows

[ 03 ] · How hiring works

Fast, direct, no surprises.

Seven steps. Most people finish in under three weeks. You always know where you stand.

  1. 01Apply with a 60-second intro video

    The form takes 5 minutes: your links, a short Loom, three questions. No cover letter.

  2. 0215-minute intro call

    A quick call with Josh. We set expectations and check there is energy on both sides.

  3. 03Strengths assessment

    Not a test. A map of how you think, learn, and execute, so we put you where you are strongest.

  4. 04Hiring manager interview

    A deeper conversation on values and how you work. We hire for alignment first, skill second.

  5. 05Paid test project

    Real work from the actual role, paid at a real rate, on a real deadline. You see the job, we see the work.

  6. 06Final call with Cooper

    The last step. If we are both fired up, we move fast.

  7. 07Offer

    If we are both excited there is no reason to wait. Start date set on the call.

You hear from Josh within 5 business days either way. Most people go from application to offer in under three weeks.