B2B Freelance Sales Field Representative (Chicago)

Sqwad
Chicago, IL

Field Representative (Freelance) – Unlimited Earnings | Secure Prime Territory

Earn up to $500/day . No selling. Real partnerships.

Sqwad is launching one of Europe’s largest marketplaces in the U.S., and we’re hiring Field Representatives to lock in prime business locations before competitors do.
This is not a sales job. There’s nothing to sell. Your role is to secure partnership agreements with local businesses in your territory — and get paid aggressively for it.

If you’re confident, street-smart, and thrive in face-to-face interactions, this is a serious income opportunity with no cap on earnings.

Compensation & Perks:

  • $20/hour guaranteed base pay

  • $120 per signed partnership agreement

  • Unlimited earning potential

  • Top performers earn up to $500 per day

  • No commission cap

  • Flexible schedule — work when you want

  • Independent contractor (1099)

  • Secure and own prime territory

  • Full onboarding, training, and ongoing support

What You’ll Be Doing:

  • In-person outreach to local businesses in your assigned area

  • Introducing Sqwad’s partnership opportunity (no selling involved)

  • Speaking directly with business owners and decision-makers

  • Securing signed partnership agreements

  • Building early market presence by locking in key locations

  • Logging activity and leads using simple digital tools

  • Passing qualified opportunities to the internal sales team

Who This Role Is For:

  • Self-motivated, driven, and results-focused individuals

  • Comfortable working independently in the field

  • Strong communicators who handle objections confidently

  • Organized, reliable, and proactive

  • Comfortable using basic tools like Google Sheets or CRM platforms

  • Registered freelancer (1099)

  • Must be located in Chicago

  • Native or fluent English speaker

Preferred (Not Required):

  • Field outreach or door-to-door experience

  • Experience with Google Sheets

  • Familiarity with Salesforce or HubSpot

About Sqwad
Sqwad is a Paris-based company operating across Europe, Canada, North Africa — and now rapidly expanding in the U.S.
In just 2.5 years, we’ve partnered with 150+ brands, from global enterprises to high-growth startups.
We believe freelancers deserve: Fair, transparent pay
Real skill development
Opportunities to be part of international growth projects
This Is a Ground-Floor Opportunity
Early hires will secure the best territories, earn the highest bonuses, and grow fast with the market.

Apply now and start earning immediately.

Job Type: Contract / Freelance
Pay: From $50.00 per hour (base + bonuses)
Expected Hours: 25–50 per week
Work Location: In person

More informations:

Posted 2026-06-15

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