Full-Time

Area Sales Representative

Progressive Leasing

Progressive Leasing

1,001-5,000 employees

Lease-to-own POS solutions provider

Compensation Overview

$61k - $66k/yr

+ Bonus + 401(k) match + Employee Stock Purchase Program

New Haven, CT, USA

Remote

Remote within the New Haven, Connecticut region; daily/weekly local travel is required, with approximately 30% overnight travel.

Bachelor's

Category
Sales & Account Management (1)
Required Skills
Sales
Cold Calling
CRM
Salesforce
Data Analysis

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Requirements
  • A Bachelor's degree in a related field is required; equivalent work experience may be substituted.
  • Three to five years of experience in retail sales, field sales, sales training, and/or account management is required.
  • Three to five years of experience in cold calling, hunting, or prospecting new business-to-consumer or business-to-business opportunities is required.
  • Demonstrated experience exceeding quota and impacting organizational growth.
  • Ability to interact professionally with strong business acumen.
  • Exceptional organizational and time-management skills.
  • Superior interpersonal skills and oral and written communication skills.
  • Moderate-level experience with Microsoft Office Suite.
  • Moderate-level experience with Salesforce.
  • Strong work ethic, high initiative, and interest in modern technology and software applications.
  • Ability to work with management to achieve sales goals.
  • Strategic thinking and the ability to create detailed business plans for account growth.
  • Refined presentation skills and comfort addressing large groups.
  • Ability to analyze data to identify sales and growth opportunities within the market.
  • Use of a personal vehicle is required for local travel; mileage reimbursement is provided.
  • Ability to withstand regular travel, including daily or weekly local travel to visit retail stores in person and approximately 30% overnight travel.
  • Must maintain a clean driving record as defined within the Drivers Safety Policy; motor vehicle records will be monitored upon hire and periodically throughout employment.
  • Ability to adapt to expanding use of artificial-intelligence-enabled tools and evolving workflows.
Responsibilities
  • Sell Progressive Leasing’s product and value to small-to-midsize retail partners so they become motivated to market the product to their customers rather than competitors.
  • Conduct quarterly business reviews with retail partners that demonstrate key performance indicators, technology integration with the retailer’s point-of-sale system, and available point-of-purchase marketing materials to increase balance of share.
  • Manage the pipeline within the assigned area.
  • Achieve company objectives through effective planning, sales-goal achievement, and thorough follow-up on retail partner needs.
  • Collaborate with sales leadership and the marketing department, both internally and with retail partners, to follow up on leads and expand the customer base.
  • Collaborate with internal product management teams to ensure retail partner needs are met.
  • Identify new retail partners within the assigned area, communicate the benefits of the products and services, and secure contracts with them.
  • Build and maintain relationships with established retail partners to drive margin and improve retailer operational efficiency.
  • Negotiate contractual agreements with new and existing retail partners.
  • Build long-term advocacy through in-store training, one-on-one meetings, and successful onboarding.
  • Resolve compliance cases through implementation and enforcement of policies.
Desired Qualifications
  • Demonstrated experience exceeding quota and impacting growth, preferably in a retail environment.
  • Previous experience training others is preferred.

Progressive Leasing provides in-store, online, and app-based lease-to-own options to help credit-challenged customers purchase merchandise like furniture, appliances, electronics, and more. Its technology-based proprietary platform gives instant approval decisions and flexible terms at the point of sale, enabling quick ownership of items with transparent, ongoing payments. Unlike some lenders, Progressive Leasing emphasizes real-time decisions, clear terms, and broad access through multiple purchase channels, backed by PROG Holdings, a fintech parent company. The company aims to empower customers financially and expand opportunities for affordable ownership, reflecting its mission to create a better today and unlock tomorrow through financial empowerment.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Draper, Utah

Founded

1999

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Simplify Jobs

Simplify's Take

What believers are saying

  • April 29, 2026 results raised full-year 2026 guidance after 11.1% consolidated revenue growth.
  • Purchasing Power closed a $225 million ABS deal on March 3, 2026, cutting funding costs.
  • Net leverage fell to 1.7x in Q2 2026, enabling buybacks and dividend increases.

What critics are saying

  • The FTC's 2020 case still defines Progressive Leasing as a deceptive cost-disclosure villain.
  • A 2023 data breach settlement covering 216,000 customers closes in 2026, damaging trust.
  • Q2 2026 write-offs hit 8.4%, above target, signaling credit stress and margin pressure.

What makes Progressive Leasing unique

  • Progressive Leasing reaches in-store, app, and e-commerce checkout across leading retailers in 2026.
  • PROG Holdings bought Purchasing Power on January 2, 2026, expanding employer-sponsored purchasing reach.
  • Q2 2026 showed 3.4% Progressive Leasing GMV growth after 2025 tightening and Big Lots exit.

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Benefits

Health Insurance

401(k) Company Match

Paid Vacation

Paid Holidays

Employee Stock Purchase Plan

Tuition Reimbursement

Charitable Gift Matching

Company News

StockTitan
Jun 14th, 2024
Progressive Leasing Honored as Silver Stevie(R) Award Winner in 2024 American Business Awards(R)

PROG Holdings (NYSE:PRG) announced that its subsidiary, Progressive Leasing, has won the Silver Stevie(R) Award for Customer Service Department of the Year in Financial Services at the 2024 American Business Awards(R).

The Cell Phone Shoppe
Aug 30th, 2022
Thecellphoneshoppe partners with Progleasing

That’s right folks, Thecellphoneshoppe has partnered with Progressive Leasing, one of the largest lease to own companies in the United States.