Principal Software Engineer (Remote) at Progressive Leasing

, Michigan, United States -

Full Time

Start Date

Immediate

Expiry Date

16 May, 26

Salary

0.0

Posted On

15 Feb, 26

Experience

10 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

AI Innovation, LLMs, Agentic Workflows, Vector Databases, Full-Stack Engineering, API Development, Data Pipelining, Infrastructure Provisioning, Cloud-Native Deployments, Prompt Engineering, Python, JavaScript/TypeScript, AWS, SQL/NoSQL, REST, Event-Driven Patterns

Industry

Financial Services

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. We are currently hiring a Principal 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 in one of our corporate locations in Utah or Arizona. Employee Value Proposition (EVP): PROG is dedicated to providing 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 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 specialized and deeply technical AI innovator who thrives at the frontier of emerging technology. You are a senior engineering leader with the ability to design, build, and deliver advanced AI-powered solutions—from rapid prototypes to early-stage production systems. You’re excited by ambiguity, energized by experimentation, and passionate about transforming cutting-edge models, tools, and research into tangible business value. Your breadth of full-stack engineering expertise, coupled with mastery of modern AI frameworks, allows you to independently drive ideas from concept to implementation. You are a thought partner to leadership, a hands-on builder, and a force multiplier for the organization’s AI strategy. YOUR DAY-TO-DAY: Architect, design, and develop proof-of-concepts and early-stage production systems leveraging LLMs, agentic workflows, vector databases, and emerging AI technologies Work closely with the VP of Research & Development to shape technical direction, evaluate emerging tools, and identify high-impact opportunities for AI adoption Build integrations with platforms such as Microsoft Copilot, ChatGPT, and other leading models using APIs, SDKs, and custom toolchains Develop full-stack solutions end-to-end, including API development, data pipelining, infrastructure provisioning, and cloud-native deployments Create advanced prompts, system instructions, tools, and agent architectures to elevate automation, reasoning, and decision-making across business processes Partner with engineering, product, data, and security teams to validate feasibility, ensure responsible-AI standards, and transition successful POCs toward production readiness Maintain a high sense of ownership over solution design, performance, quality, and reliability Actively research, experiment, and document findings to keep Progressive Leasing at the cutting edge of applied AI YOU'LL BRING: 10+ years of experience in software engineering with deep expertise in full-stack development, distributed systems, and cloud architectures Senior-level proficiency in AI integrations, LLM APIs, agent development, prompt engineering, and orchestration frameworks In‑depth expertise in cloud infrastructure design, automation, and deployment with AWS Strong programming capability in Python, plus experience with JavaScript/TypeScript and complementary backend frameworks Hands-on experience building APIs, automating workflows, and designing scalable services using JSON, REST, and event-driven patterns Solid understanding of databases (SQL/NoSQL), vector embeddings, and data modeling for AI-powered applications Experience designing POCs, running experiments, and driving MVP-to-production evolution Ability to work autonomously, move quickly, and distill ambiguous problem spaces into actionable technical solutions Strong communication skills with the ability to influence decision-making and explain complex technical concepts to non-technical audiences Curiosity, creativity, and a passion for staying ahead of the rapidly evolving AI landscape 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 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.

Responsibilities

The engineer will architect, design, and develop proof-of-concepts and early-stage production systems utilizing LLMs, agentic workflows, and vector databases, while closely collaborating with R&D leadership to shape technical direction and evaluate emerging AI tools. Responsibilities also include building integrations with models like Microsoft Copilot and ChatGPT, developing full-stack solutions end-to-end, and creating advanced prompt architectures to enhance business process automation and reasoning.