Account Executive

Redstone Payment Solutions
Chicago, IL

Redstone Payment Solutions – Outside Sales Representative (Sales Partner)

Family-owned Merchant Services leader delivering industry-low processing rates and white-glove service. We’re not here to push paper – we’re here to build lifelong merchant partnerships.

T he Opportunity:

100% field-based B2B sales role focused on new customer acquisition in your local territory. You’ll be the face of Redstone, hunting high-value merchants, quoting savings, and closing deals that deliver immediate ROI for business owners and lucrative residuals or large upfront bonuses. You choose what’s best for you. We handle statements, underwriting, onboarding, and support – your job is to sell, earn, and repeat.

What You’ll Do (And Get Paid For)

Hunt & Close: Door-to-door prospecting, statement gathering, on-the-spot needs analysis, and same-day/close-in-one presentations.

Master Our Proven Process: Plug into a battle-tested sales playbook with top-tier close rates – no reinventing the wheel.

Earn Residual Income or large upfront bonuses: Every signed merchant pays you month after month for the life of the account.

Stay Sharp: Ongoing training, ride-alongs, and sales huddles to keep your edge razor-sharp.

Thrive in the Field: 40+ hours/week outside the office – coffee shops, retail strips, industrial parks – never a dull day.

Compensation

Competitive base salary (not draw-based)

Uncapped residuals – paid monthly for the life of every account

Large upfront bonuses (optional)

If you’re a road warrior who hates cubicles, loves crushing quotas, and wants to build real wealth through residuals – this is your lane.**

Apply Now – bring your A-game, we’ll bring the playbook.

Requirements

Day-to-Day Wins

Walk into a restaurant, spot $3K in hidden fees on their statement, quote 1.5% savings, and close $500/month in residuals.

Turn a “no” into a “yes” by solving real pain points (slow batches, junk equipment, terrible support).

Build a six-figure residual portfolio in 12–18 months.

Responsibilities (Sales-Focused)

Cold-call & door-knock-decision-makers with confidence and zero hesitation.

Analyze statements on the spot – uncover fees, propose savings, handle objections.

Close deals in one call using consultative selling and urgency.

Log activity (prospects, presentations, closes) – we track what wins.

Partner with ops for seamless handoffs – your merchants are onboard, happy, and you get paid fast.

What You Bring

Hunter DNA – you live for the thrill of the chase and the sound of “yes.”

Fearless communicator – can walk into any business, command attention, and own the room.

Self-starter – no hand-holding; you set your route, hit your numbers, and stack residuals.

Coachable – eager to adopt a proven system and out-earn your peers.

Reliable transportation** – this is **field sales**, not Zoom calls.

Clean background – you’ll handle sensitive financial data.

Benefits

Health and wellness:

Medical, dental, and vision insurance: Comprehensive medical, dental, and vision insurance plans with options for your dependents.

Mental health support: Access to mental health services and wellness programs.

Retirement plan: 401(k) retirement savings plan with a company match.

Life insurance: Employer-paid life insurance policy.

Disability insurance: Short-term and long-term disability insurance.

Work-life balance and time off

Paid time off (PTO): 10 days of paid time off (PTO) plus paid sick leave and holidays.

Posted 2026-01-29

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