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Outside Sales Representative – Illinois Market

Pronto Finance
Illinois, IL Full Time
POSTED ON 3/21/2026
AVAILABLE BEFORE 5/20/2026

Ready to build your own book of business and get paid like it? Join Pronto Finance as an Outside Sales Rep and become the go-to partner for car dealerships across Illinois. This is a full-time role with a strong base, uncapped commissions, and clear paths to six-figure earnings for top performers!

Who We Are

At Pronto Finance, our mission is to make auto financing accessible for everyone by partnering directly with dealerships and giving them a simpler, faster way to get more deals approved and funded. We specialize in helping dealerships win more subprime deals, create repeat customers, and grow their monthly volume with a true financing partner—not just another lender.​

You’ll be stepping into a proven program with strong operations, underwriting support, dealer onboarding specialists, and a compensation plan built specifically to reward growth in your territory.

What You’ll Do

How you Win: grow funded contracts and active dealers in your Illinois territory. Day to day, you will:

  • Visit independent and franchised car dealerships in person to open new relationships and deepen existing ones.
  • Sell the Pronto Finance program: how we approve, how we fund, and how dealers can win more deals with us.
  • Own the follow-up: approved apps that haven’t funded, counteroffers, and declines that can be rehashed into wins.
  • Help dealers get deals funded quickly by chasing stips, cleaning up contracts, and troubleshooting issues with our internal teams.
  • Partner closely with our Dealer Support & Onboarding team who will partner with you to grow your market.
  • Ensure every dealer experiences top-tier customer service and clear communication from Pronto—across Sales, Buying, Underwriting and Operations.​
  • Track your pipeline, know your numbers, and consistently hit or exceed monthly and quarterly funded contract goals.

What’s In It For You

We built this role for hungry, relationship-driven salespeople who want upside:

  • Base Salary: typically in the $55,000–$65,000 range depending on experience, with a structure that supports you while you build your territory.
  • Uncapped Contract Commissions: per contract payouts that increase as your monthly volume grows—no ceiling on what you can earn!
  • New Dealer Sign Up Bonuses: earn extra cash every time you bring a new dealer on board and complete their onboarding.
  • Realistic Six-Figure Path: a motivated rep who consistently grows contracts and new dealers can earn around 100,000 in total comp with strong performance.
  • Company cell phone and laptop provided.
  • Comprehensive benefits package including medical, dental, vision, supplementary insurance, 401(k) with generous company match, paid holidays, and flexible time off.
  • Full training on our buying program, underwriting process, dealer portal, and how to structure deals for approvals and fast funding.​

What You Bring

We’re looking for someone who loves being in the field, building relationships, and closing:

  • 2 years in outside sales, B2B sales, or dealership/F&I/auto finance experience preferred (but we will train the right person).
  • Comfortable driving around your territory daily, walking into dealerships, and building rapport with dealer principals, F&I managers, and sales managers.​
  • Strong follow-up and pipeline discipline—you know how to keep deals and relationships moving forward.
  • Confident communicator who can explain deal structures, approvals, counteroffers, and underwriting expectations clearly to dealers.​
  • Self-motivated, competitive, and driven by hitting goals and increasing your income.
  • Bilingual (English/Spanish) is a plus in many IL markets, but not required.
  • Valid driver’s license and reliable transportation required.

At Pronto Finance, people are our most valuable asset. Pronto Finance is an Equal Opportunity Employer.

Job Type: Full-time

Pay: $55,000.00 - $100,000.00 per year

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Employee assistance program
  • Flexible spending account
  • Health insurance
  • Health savings account
  • Paid time off
  • Referral program
  • Vision insurance

People with a criminal record are encouraged to apply

Work Location: On the road

Salary : $55,000 - $65,000

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