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Senior Product Manager - Digital Self Service (Remote)

Progressive Leasing

This Senior Product Manager role focuses on fintech self-service products. You will lead the strategy and execution for consumer-facing digital experiences to improve post-approval customer autonomy.

What you’d own

  • Post-approval and account management products
  • Self-service web and mobile experiences
  • AI chatbot workflow optimization
  • Product roadmaps and iterative release schedules

Who it’s for

A fit if you…

  • ✓You have 5-7 years of experience in software product management
  • ✓You have managed consumer-facing digital products, specifically self-service flows
  • ✓You are comfortable with fintech payment flows and regulatory contexts
  • ✓You can move from high-level strategy to detailed execution

Not for you if…

  • ✗You prefer a slow-moving environment (the role requires 'relentless pursuit' and 'fast-paced' work)
  • ✗You prefer working without heavy stakeholder management (requires establishing buy-in at all levels)
  • ✗You lack experience in high-stakes financial services or lending products

Reading between the lines

  • The mention of 'fail fast' and 'grit' suggests a high-pressure environment where speed of delivery is prioritized over perfect initial execution.
  • The requirement to 'establish buy-in at all levels' implies a complex, matrixed organization where navigating internal politics is as important as shipping features.

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Benefits

HealthDentalVisionEquityBonusParental Leave401kRetirement MatchPTOLearning Budget
Full job description

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. With more than 20 years in FinTech, we’ve grown from start-up to industry leader by innovating, simplifying, and valuing people. We are a subsidiary of PROG Holdings (NYSE: PRG), a FinTech holding company with three business segments: Progressive Leasing, Purchasing Power (a leading employee purchase program for consumer products and services using payroll deduction), and Four, a Buy Now Pay Later (BNPL) platform.

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. As an almost 20+ year old FinTech company that has gone from start-up to industry leader, we know how to innovate, simplify, and value all people. We are a company founded on our grit and we are constantly looking to the future. As an ever-evolving group of entrepreneurs and technologists, we strive to do the right thing period in all aspects of our work.

We are a subsidiary of PROG Holdings (NYSE: PRG), an exciting FinTech holding company, with three business segments including Progressive, Purchasing Power, and Four, a Buy Now Pay Later (BNPL) platform. We are currently hiring a Senior Product Manager - Digital Self Services to help grow our company and ensure our mission is achieved! This role is work from home position and can be performed remotely anywhere in the continental US or in one of our corporate locations in Utah or Arizona.

WE ARE: Prog Tech embodies the modernity and transformational vision that is core to our business evolution. As passionate and hungry technical experts, we join together on the mission of progressing through technology. We believe in taking pride in our engineering, in the relentless pursuit of daily progress, and to bring others with you in your march to the future. We continuously experiment, fail fast, and constantly deliver. YOU ARE: A highly skilled technical product manager with a background in managing exceptional customer digital experience products.

You have a passion for utilizing data to solve problems, innovate, and create products that delight our customers. You will have strong foundational product management skills and are a self starter. You are a strong communicator and are able to align your designer, engineering team, and stakeholders to deliver solutions on time. YOUR DAY-TO-DAY: Demonstrated ability to solve difficult problems by bringing innovative solutions Use sound judgement to assess risks & opportunities, then provide well-structured, data-informed, and written narratives Proven ability to engage with engineers, designers, peers, and company leaders in a constructive and collaborative relationship Develop and maintain a product roadmap by meeting with internal stakeholders and customers to continuously improve the post-approval customer experience Lead cross functional initiatives to identify business problems, mitigate risk, and validate proposed solutions through customer and market research Define use cases, features, requirements, and acceptance criteria that articulate desired product functionality Establish in partnership with dependent teams an iterative release schedule that delivers value and features to customers, on time and as promised Test, measure, and iterate on existing product experiences — identifying friction points and driving incremental improvements grounded in data Manage stakeholder expectations and communicate timelines, blockers, successes, and failures in a clear manner Analyze performance of product features Establish buy-in at all levels of the organization and maintain strong communication channels with various functional areas YOU'LL BRING: 5 to 7 years of experience in software Product Management Experience owning and managing post-approval or account management products in a consumer-facing digital environment Ability to design and iterate on self-service experiences that reduce customer effort and increase autonomy across web and mobile Experience configuring or optimizing AI chatbot workflows to support self-service customer resolution Familiarity with financial services or fintech products — comfortable navigating payment flows, lease or loan lifecycle management, and the regulatory context that comes with them Ability to move from high-level strategy to detailed execution Exceptional communication skills: listening, speaking, collaborating, and proven ability to write/present effectively to a variety of audiences High-integrity and ambition to relentlessly pursue the best possible product and service Demonstrated ability to self-motivate, self-direct, and be flexible within a fast-paced environment Passion and desire for innovating exciting new products Bachelor's degree or equivalent work experience YOU MIGHT ALSO HAVE: Payment or billing product experience Experience with customer notification systems — push, email, or SMS triggers tied to account or payment events Experience in lease-to-own, BNPL, or other consumer lending / FinTech products Mobile & web-based product experience Risk product experience WE OFFER: Competitive Compensation Full Health Benefits; Medical/Dental/Vision/Life Insurance + Paid Parental Leave Company Matched 401k Paid Time Off + Paid Holidays + Paid Volunteer Hours Employee Resource Groups (Black Inclusion Group, Women in Leadership, PRIDE, Adelante) Employee Stock Purchase Program Tuition Reimbursement Charitable Gift Matching Job required equipment and services Progressive Leasing welcomes and encourages diversity in the workplace.

We do not discriminate in any aspect of employment on the basis of race, color, religion, national origin, ancestry, gender, sexual orientation, gender identity and/or expression, age, veteran status, disability, or any other characteristic protected by federal, state, or local employment discrimination laws where Progressive Leasing does business. Progressive Leasing welcomes and encourages diversity in the workplace. We do not discriminate in any aspect of employment on the basis of race, color, religion, national origin, ancestry, gender, sexual orientation, gender identity and/or expression, age, veteran status, disability, or any other characteristic protected by federal, state, or local employment discrimination laws where Progressive Leasing does business.

About Progressive Leasing

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Progressive Leasing operates a lease-to-own platform that lets shoppers acquire products from major retailers like Best Buy, Lowe's, Walmart, and Apple without traditional credit. Customers make an initial payment and then pay over time, and the service is offered in-store, in-app, and through e-commerce checkouts. It is the largest business of PROG Holdings (NYSE: PRG), a Salt Lake City fintech that also owns buy-now-pay-later and cash-advance products. The model serves credit-constrained consumers and earns through lease payments. For a PM, it is a consumer fintech operating at retail scale, working across point-of-sale financing and large retail partnerships.

Financial Services & FintechE-commerce & Retail

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