Senior Director, Software Engineering

Senior Director Of Software Engineering

GoodLeap's B2B organization builds the technology that powers the GoodLeap Pros platform — the end-to-end software contractors use to run their businesses, accessed through the Pros web and mobile clients, APIs, MCPs, and the DeDe agent. Within B2B, Pros Financing & Payments owns every point-of-sale financing and payments capability contractors and their customers touch: underwriting, submissions, approvals, pricing, funding, and payments, along with the product configuration and documents infrastructure that supports them. The Senior Director of Software Engineering will lead the Funding & Payments engineering team, owning the architecture, delivery, and operational health of the systems that decide, fund, and process contractor transactions. This is a hands-on technical leadership role for someone who can architect resilient, high-throughput financial systems while building and scaling the team accountable for them.

Essential Job Duties and Responsibilities

Strategic Leadership & People Management

• Lead and grow the Funding & Payments engineering team
• Mentor engineering managers and senior ICs, building a high-performance, accountable engineering culture
• Own hiring, calibration, and career development for a team operating in an expanding domain
• Define and communicate a multi-quarter engineering roadmap tied to underwriting, funding, and payments outcomes

Technical Leadership

• Own the architecture and reliability of systems spanning underwriting decisioning, submission and approval workflows, funding, and payments processing
• Guide technical decisions across a distributed, event-driven services ecosystem supporting high-volume, time-sensitive financial transactions
• Set and enforce engineering standards for security, compliance, and auditability appropriate to a regulated lending and payments environment
• Champion modern engineering practices — including AI-assisted and agentic development workflows — to raise team velocity and quality

Cross-Functional Execution

• Partner with Product, Risk, Compliance, and Operations to align engineering delivery with contractor-facing financing and payments outcomes
• Own delivery across initiatives spanning multiple services and teams, balancing speed, risk, and system stability
• Define and track KPIs across financing/payments transaction volume, submission-to-close conversion, and fraud/delinquency risk metrics

Process & Platform Maturity

• Drive CI/CD, observability, and deployment automation across the Financing & Payments service estate
• Manage technical debt and platform scalability as transaction volume and product surface area grow
• Establish the operating rigor — on-call, incident response, SLAs — required for systems that gate real money movement

Required Skills, Knowledge, and Abilities

• 10+ years of engineering experience, including 5+ years in technical leadership roles managing managers and cross-functional teams
• Proven track record leading engineering for complex, regulated fintech, lending, or payments platforms
• Deep experience with distributed, event-driven microservices architectures supporting high-volume transactional systems
• Experience with underwriting/decisioning systems, loan origination or servicing pipelines, or payments processing infrastructure
• Strong grasp of cloud-native architecture (AWS or equivalent), API design, and modern CI/CD practices
• Track record of scaling an engineering organization through growth — hiring, structuring teams, and expanding scope
• Excellent stakeholder management and communication skills, comfortable operating across Product, Risk, and Compliance

Nice to Haves

• Experience in point-of-sale financing, home improvement/solar lending, or contractor-facing fintech
• Experience integrating AI or agentic tooling into the software development lifecycle to improve engineering throughput
• Background scaling a platform team from a single product line into a broader organization — mirroring this role's growth path

$240,700 - $303,200 a year Base pay range (CA, WA, NJ, MA, DC, NYC) per year: $264,800 - $303,200 Base pay range (all other US locations) per year: $240,700 - $275,600 In addition to the above salary, this role may be eligible for a bonus and equity.