Lead Software Engineer

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, Vive Financial, and Four, a Buy Now Pay Later (BNPL) platform. 

We are currently hiring a Lead Software Engineer to help grow our company and ensure our mission is achieved! 

This role is a work from home position and can be performed remotely anywhere in the continental US or at our corporate location in Utah. 

Employee Value Proposition (EVP): PROG provides people with opportunity; opportunity for inclusive collaboration, opportunity for innovation, and opportunity for development. 

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 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 hands-on tech lead who codes daily and lives and breathes AI-assisted development — you use AI coding tools as your default way of writing, reviewing, and shipping code, and you're always looking for the next piece of engineering toil to automate away with them. This is not an architecture-only or purely advisory role: you're expected to be in the codebase regularly, shipping production work alongside the team you lead. You take the time to understand our lease-to-own business — not just the tech stack — so the systems you build and the decisions you make serve how the business operates. Your passion for developer experience, mentoring, and coaching will improve the daily working lives of our colleagues, increase velocity, and deliver quality software to our partners and consumers. 

YOUR DAY-TO-DAY: 

• Write and ship production code regularly — this is a hands-on engineering role, not a purely architectural one 

• Own technical decisions across a multi-service backend platform (C#/.NET and Java/Spring Boot), deployed on Kubernetes (AWS EKS) 

• Use AI coding assistants (Claude Code, Copilot, or similar) as a daily working tool to write, review, and ship code faster and with higher quality — not as an occasional experiment 

• Build and champion internal AI-driven tooling and automation — for testing, deployment validation, code review, or developer workflows — that removes manual toil for the whole team 

• Design and drive cross-service initiatives — architecture changes, shared libraries, migrations — spanning multiple codebases and languages 

• Learn and stay current on how our lease-to-own business actually works — leasing terms, payments, tax handling, customer lifecycle — so technical tradeoffs reflect real business impact, not just engineering elegance 

• Collaborate and participate in developing solutions together in cross-discipline teams 

• Actively participate in code reviews, leveraging them to enforce best practices, software craftsmanship, and effective use of AI tooling across the team 

• Every engineer plays a part in the development and evolution of our technology roadmap — contribute to evaluations as we select new software, tools, and AI capabilities to deploy in our environments 

• Participate in production support: deployments, incident response, and root-cause analysis 

• Demonstrate a high sense of ownership and accountability for work produced 
   

YOU'LL BRING: 

• 8+ years' experience in a software engineering function, still hands-on and writing code day to day 

• Real depth in at least one of C#/.NET or Java/Spring, with enough range to be productive in both 

• Daily, hands-on fluency with AI coding tools (Claude Code, GitHub Copilot, Cursor, or equivalent) — built real habits around them, not just tried them once 

• Experience building internal tooling or automation that measurably reduces manual engineering work 

• Genuine curiosity about the business behind the code — willingness to learn how lease-to-own, payments, and tax logic work so you can make better engineering calls, not just take tickets at face value 

• Creative problem solving and critical thinking skills 

• A passion for enriching the day-to-day developer experience 

• Track record operating across multiple services/repos rather than staying in one lane 

• Experience with cloud-native deployment (AWS EKS/Kubernetes) and modern CI/CD pipelines (e.g. GitHub Actions, GitOps/ArgoCD) 

• A desire to work cross-team, cross-stack 

• Strong fundamentals: async I/O patterns, resilience (retries/circuit breakers), API design, and financial/decimal-precision correctness where money is involved 

• Experience mentoring engineers and driving technical decisions without needing heavy direction 
   

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.