Job Description

New Year. New Territory. New Income.

Ready for a fresh start in Chicago?

If you’re coming out of the holidays thinking “I need a change” — this is it.

We’re expanding our Chicago sales territory and hiring motivated B2B Field Sales Representatives to work directly with local businesses. Whether you have 1–2 years of sales experience or you’re a seasoned closer, we provide the training, tools, and earning potential to help you win.

Compensation That Actually Rewards Effort

• Base salary starting at $40,000
• Uncapped commissions + performance bonuses
• Six-figure earning potential — mid performers easily earn $100,000+; Top performers - $150,000+
• Paid bi-weekly commissions (no long waits) with base salary
• Your income is tied to your activity and results — no ceiling.

What You’ll Be Doing

• Prospect and sell to local Chicago businesses (C-stores, gas stations, retail, SMBs)
• Conduct on-site visits and face-to-face presentations
• Build and manage your own territory and pipeline
• Close deals and grow long-term client relationships
• Represent innovative business solutions used nationwide

Training & Support (Yes, Even If You’re New)

• Open to candidates with as little as 1–2 years of sales experience
• Full onboarding & sales training provided
• Ongoing coaching, scripts, and field support
• Clear path to senior, regional, or management roles
• If you’re driven, coachable, and not afraid of field work, we can teach the rest.

Benefits & Perks

• Paid holidays
• Paid time off
• Mileage & field expense support
• Career growth in a rapidly expanding company
• Health Benefits

What We’re Looking For

• 1–2+ years of sales experience (B2B, field, or customer-facing preferred)
• Strong communication and self-motivation
• Reliable transportation (field-based role)
• Hustle, resilience, and a growth mindset

New Year. New Life. New Income.

If 2026 is the year you level up financially and professionally, we want to talk.

Apply now and take control of your earning potential in Chicago.

Job Tags

Similar Jobs