Area Sales Representative (FinTech)

TL;DR

Area Sales Representative (FinTech): Sell lease-to-own solutions to small-to-midsize retail partners in the Chicago region with an accent on building relationships, conducting business reviews, and driving revenue growth. Focus on prospecting new partners, negotiating contracts, managing sales pipelines, and ensuring partner success through training and onboarding.

Must live within the specific region of Chicago, Illinois. Requires daily/weekly local travel to visit retail stores in-person, with approximately 30% overnight travel. Use of personal vehicle required; clean driving record mandatory.

Salary: $61,000-66,000 annually + bonus potential.

Company

Leading provider of in-store and e-commerce lease-to-own solutions with over 20 years in FinTech, subsidiary of PROG Holdings (NYSE: PRG).

What you will do

• Sell hirify.global’s product to retail partners to motivate them to market it to their customers.
• Conduct quarterly business reviews demonstrating KPIs, POS integration, and marketing materials to increase market share.
• Manage sales pipeline, achieve goals, and follow up on partner needs in assigned Chicago territory.
• Prospect and onboard new retail partners while maintaining relationships with existing ones.
• Negotiate contracts, provide in-store training, and collaborate with sales leadership, marketing, and product teams.
• Resolve compliance cases and drive long-term results through advocacy and operational efficiency.

Requirements

• Bachelor's degree or equivalent experience.
• 3-5 years in retail/field sales, sales training, or account management.
• 3-5 years in cold calling, hunting, or prospecting B2C/B2B.
• Proven quota exceedance and growth impact, preferably in retail.
• Strong business acumen, organizational skills, communication, and presentation abilities.
• Experience with Microsoft Office and Salesforce.
• Strategic thinking, data analysis for sales opportunities, and ability to work with management.
• Must live in Chicago, Illinois region; daily/weekly local travel and clean driving record required.

Nice to have

• Previous experience training others.

Culture & Benefits

• Competitive compensation with bonus potential.
• Full health benefits: medical, dental, vision, life insurance, paid parental leave.
• Company-matched 401k, paid time off, holidays, volunteer time.
• Diversity resource groups, employee stock purchase program, tuition reimbursement, charitable gift matching.
• Job-required equipment provided; mileage reimbursement for travel.
• Fun, engaging sales environment rewarding passion, innovation, and diligence.