O logo

City Captain In Training

Omada.AIChicago, IL

$400+ / project

Automate your job search with Sonara.

Submit 10x as many applications with less effort than one manual application.1

Reclaim your time by letting our AI handle the grunt work of job searching.

We continuously scan millions of openings to find your top matches.

pay-wall

Overview

Schedule
Part-time
Career level
Senior-level
Remote
Remote
Compensation
$400+/project
Benefits
Career Development

Job Description

THIS IS A COMMISSION ONLY ROLE

Please do not apply if you are uncomfortable with a commission-based role.

Program Duration: 6 monthsCompensation: Commission-only ($400 per customer)Location: Your local city (must reside in the United States)

What You'll Build

This isn't just a sales job - it's a leadership accelerator. You'll start by mastering feet-on-the-street sales with local businesses, then grow into managing 15-20 Territory Partners across your city. We'll train you, support you, and help you build a real team while you earn commissions on every sale - yours and theirs.

Phase 1: Learn the Game

  • Connect with local businesses (salons, restaurants, gyms, pet shops) and introduce them to Omada's AI marketing platform
  • Walk in, shake hands, show a 10-minute demo on your phone
  • Earn $400 per customer when they sign up and become paying customers
  • Master the proven system that closes customers in their first week

Phase 2 : Start Building Your Team

  • Recruit 5-10 Territory Partners in your city
  • Train them using the same system that worked for you
  • Earn override commissions on their sales while continuing your own
  • Learn coaching, accountability, and team management

Phase 3 : Own Your City

  • Scale to 15-20 active Territory Partners
  • Coordinate city-wide strategy and territory assignments
  • Build passive commission income from your team's success
  • Unlock pathways to regional leadership or enhanced ownership structures

Perfect For:

 ✅ Ambitious college grads ready to build something real ✅ Former athletes who understand coaching and competition ✅ Sales professionals looking for leadership growth ✅ Entrepreneurs who want equity-like upside without the risk ✅ Anyone who sees commission sales as a stepping stone, not the destination

What We Provide:

Training & Support:

  • Complete product training (60-90 mins to get you ready)
  • Proven door-opening scripts (word-for-word what works)
  • Demo account on your device (show them how it works on the spot)
  • Weekly coaching calls (strategy, objection handling, motivation)
  • Leadership development program (recruiting, training, team management)

Tools & Community:

  • Sales rep community (swap tips with other reps in the field)
  • Recruiting playbooks and interview frameworks
  • Team management systems and accountability tools
  • Bi-monthly commission payments (direct deposit)

Why Omada?

We're not teaching small business owners to be better marketers. We're doing the marketing for them. A therapist shouldn't be a social media expert. A wedding planner shouldn't spend 6 hours a week posting. We built the first AI marketing team for service businesses - invisible marketing that just works.

You'll be proud to sell this. And even prouder to build a team around it.

Ready to build your city? Apply now.

Equal opportunity employer. 1099 independent contractor position. 100% commission-based during training period.

Requirements

What You Need:

  • Phone/laptop/tablet and internet
  • Willingness to reach out to businesses face-to-face
  • 20-30 hours per week minimum (more as you build your team)
  • Comfortable talking to people and developing them
  • Reliable transportation or walkable territory
  • Leadership ambition - you want to build, not just sell

Automate your job search with Sonara.

Submit 10x as many applications with less effort than one manual application.

pay-wall