Field Sales Representative

Omada.AI
Chicago, IL

Omada.ai is hiring ambitious field sales reps to introduce local businesses to our AI marketing platform. This isn't just another commission-only gig—we pay you $25/hour guaranteed ($1,000/week at 40 hours) PLUS $200 commission for every customer you close .

We're looking for people who can walk into a local business, start a conversation, and close deals. If you're ready to earn serious income while building real sales skills, this is your shot.

What You'll Do:

Walk into local businesses (salons, restaurants, gyms, coffee shops, pet stores) in your area and show them how Omada.ai can handle their marketing while they focus on running their business.

Your day looks like this:

  1. Map your route – pick 10-20 businesses in a walkable area
  2. Walk in and start the conversation – "Hi, I'm with Omada.ai. Who handles your social media?"
  3. Show a 10-minute demo right there on your phone/tablet
  4. Offer a 14-day free trial – no risk for them
  5. Follow up a few days later – when they convert, you earn $200

Most reps close their first deal within the first week.

What You'll Earn:

Base: $25/hour ($1,000/week full-time)
Commission: $200 per closed customer
Payment: Bi-monthly via direct deposit

Real Income Potential:

  • 5 customers/month: $5,000/month ($4K base + $1K commission)
  • 10 customers/month: $6,000/month ($4K base + $2K commission)
  • 20 customers/month: $8,000/month ($4K base + $4K commission)
  • Top performers: $10K+/month

Commission is uncapped . The more you close, the more you make.

What We're Looking For:

Comfortable talking to people – You're not afraid to walk into a business and start a conversation
Willing to hustle – You understand that sales is about volume and consistency
Coachable – You'll follow our proven system and improve every week
Reliable – You show up, work your territory, and follow through
Self-motivated – You don't need someone looking over your shoulder

Bonus if you have:
✓ Sales experience (insurance, real estate, merchant services, B2B)
✓ Experience working with small business owners
✓ Your own transportation or live in a walkable area with high business density

No degree required. No sales experience required. If you can hold a conversation and you're willing to work, we'll teach you everything else.

About Omada.ai

We're an AI-powered marketing platform built specifically for small businesses. We handle social media, email marketing, ads, and reputation management—so business owners can stop being reluctant marketers and get back to what they do best.

We're venture-backed, growing fast, and building a team of sales reps who want to win.

This Role Is Perfect For:

  • Career changers exploring sales with guaranteed income
  • College grads who want to build real skills and real money
  • Experienced sales reps looking for better comp structure
  • Hustlers who know they can sell but need the right opportunity
  • Anyone tired of purely commission-based work but still wants upside

Ready to Start?

Apply now. We're hiring in select cities and looking for people who are ready to get started immediately.

Requirements

  • Must reside in the United States
  • Phone/laptop/tablet and internet access
  • Ability to commit 40 hours per week
  • Reliable transportation or walkable territory
  • Comfortable working independently

Benefits

Equal opportunity employer.
1099 independent contractor position.
$25/hour base + $200 commission per closed customer.

Posted 2026-02-06

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