VP, Software Engineering

Guild is hiring a VP of Engineering to lead our product, platform, and foundational engineering teams. In this role, you’ll own how these teams plan, build, and ship — balancing reliable, efficient delivery with the growth bets that move the business. We’re looking for a seasoned engineering leader who’s energized by leading at this level, comfortable navigating ambiguity, and focused on driving to clear outcomes.

As VP of Engineering, you will:

• Set technical and organizational direction across product, platform, and foundational engineering — turning Guild’s business strategy into a clear roadmap and putting your teams’ effort where it matters most.
• Own how the organization plans and ships — estimation, release readiness, and incident response — improving predictability and throughput with lightweight process, and clearing the blockers that slow teams down.
• Balance shipping solid, reliable software with placing growth bets — deciding when to harden core systems and pay down tech debt, and when to fund the experiments that open new growth for members and employer partners.
• Own the internal platform and foundational engineering — DevOps, shared services, CI/CD, and testing — so product teams can ship without wrestling the plumbing and the systems underneath stay reliable and secure.
• Lead through ambiguity to outcomes — bring clarity to messy problems, decide with incomplete information, and keep teams focused on measurable impact as priorities shift.
• Develop leaders and talent — coach and grow multiple Directors and Engineering Managers, set clear expectations, give frequent and actionable feedback, and create stretch opportunities so your people do the best work of their careers.
• Build an inclusive, sustainable engineering culture — psychologically safe teams, a modern and AI-forward way of working, and a pace people can keep.
• Partner across the company — work closely with Product, Design, and Data & AI engineering leaders, and represent engineering with executives and key vendors (e.g., AWS, Auth0) to align technical investment with company priorities.

You are a strong fit for this role if you have:

• Proven ability to lead a multi-team engineering organization at the VP level — setting direction across several domains and owning outcomes across both product and platform engineering. You’re energized by leading well at this level and the scope it carries.
• Demonstrated people-leadership as a manager of managers — you set clear standards, drive execution and remove blockers, grow talent through frequent, actionable feedback, and build psychologically safe, inclusive teams.
• Comfort operating in ambiguity and driving to outcomes — you simplify complexity, make practical trade-offs with incomplete information, and orient teams around measurable impact rather than activity.
• Deep technical credibility — you can weigh architectural decisions on their merits and earn the trust of senior engineers — plus the judgment to balance reliable, cost-aware systems with room for growth bets.
• Strong cross-functional partnership — you build trust with Product, Design, and peer engineering leaders, and explain technical strategy and trade-offs clearly to both engineers and executives.

Preferred Competencies

• Experience scaling consumer or B2B2C growth-product engineering and/or internal developer platforms in a high-growth environment.
• Familiarity with a modern AWS serverless stack (e.g., Lambda, Aurora), GraphQL, and the tooling that supports an AI-native software development lifecycle.
• Experience leading engineering through an AI-native transformation — building with AI as a first class citizen, agentic workflows, and platform guardrails responsibly.
• Background partnering with Data/AI engineering to ship AI-native product experiences.

We are committed to equal pay for equal work and believe in compensation transparency. All salary ranges are standardized nationwide and will not vary by region. This role offers a competitive total compensation package, including a base salary of $300,000 - $355,950, variable compensation and stock options. Compensation offered will be based on a combination of factors such as experience, competencies, and internal equity.

Posting Date:
*This role will stay open for a minimum of 3 days.