B2B Freelance Sales Field Representative (Chicago)

About the role

Squad is launching one of Europe’s largest marketplaces in the US and is hiring Field Representatives to secure prime business locations before competitors do. This is not a sales job. Your role is to secure partnership agreements with local businesses in your territory and get paid aggressively for it.

Responsibilities

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

Requirements

• 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

Qualifications

• Field outreach or door-to-door experience preferred but not required
• Familiarity with Google Sheets preferred but not required
• Familiarity with Salesforce or HubSpot preferred but not required

Benefits

• $20/hour guaranteed base pay
• $130 per activated 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

About Sqwad

Squad is a Paris-based company operating across Europe, Canada, North Africa, and now rapidly expanding in the US. 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, and opportunities to be part of international growth projects.

What This Role Is For

This is a ground-floor opportunity for early hires to secure the best territories, earn the highest bonuses, and grow fast with the market.

Job Type

Contract / Freelance

Pay

From $50.00 per hour (base + bonuses)

Expected Hours

25–50 per week

Work Location

In person

More informations

https://www.sqwad.fr/mission-vente