Senior Director, 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.

If you are an extraordinary professional who thrives in a collaborative work culture and values a rewarding career, then we want to work with you! Apply today!

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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 Strategic Leadership & People Management

Lead and grow the Funding & Payments engineering team, with a defined path to expanding ownership across the full Pros Financing & Payments engineering organization

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

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

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

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

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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