Director of Engineering

SwitchflyDenver, CO
$165,000 - $185,000Remote

About The Position

Switchfly is hiring a Director of Engineering. We build the loyalty and travel booking platform behind some of the world's largest airlines and financial institutions. It is a complex, regulated, multi-tenant SaaS environment where the work is real, and the stakes are high. We focus on high-value products that solve clearly identified problems, built to keep delivering value over the long term. We want a leader who can see where travel and loyalty are heading as AI-driven discovery, conversational commerce, and new ecosystem models to reshape them, and who can build toward that future while delivering in the present. We serve market-leading travel and financial clients through one white-label platform: a single product behind many brands. The leader we want digs into what each client needs, then builds capabilities that serve many clients rather than one-off features for a single account. Strong partnerships across internal teams and clients will be central to your success. If you want to own outcomes rather than ship tickets, and to work where engineering leadership meets product vision in a company where your decisions visibly matter, this role is for you.

Requirements

  • 5+ years leading software engineering teams in Agile delivery environments, with a track record of owning outcomes rather than just managing process.
  • Hands-on experience driving AI-assisted and agentic development adoption at team or company scale, including the hard parts: security guardrails, policy definition, cultural resistance, and measuring real productivity impact. You also bring a real point of view on building AI-native product features, not only using AI to write code.
  • A foundation in software development. You have built and shipped production software, and you retain enough technical depth to challenge architectural decisions, weigh engineering tradeoffs, and earn the respect of experienced developers. We are especially interested in leaders whose strength includes the frontend and the customer-facing shopping experience; depth there, rather than a purely backend background, will stand out.
  • Experience operating in a regulated compliance environment such as PCI DSS or SOC 2, where security and process discipline are non-negotiable.
  • You understand how B2B2C businesses create value, where the client, the end user, and the platform's commercial model are three distinct things that all have to win. Consumer-only product instincts, however strong, are not enough here.
  • You are comfortable owning product direction, partnering with Product Owners to shape what gets built and why, not just how fast it ships.
  • You delegate effectively and are detail-oriented when required.
  • You are inquisitive and eager to learn, always looking for better approaches and bringing an outside perspective to the team.
  • You bring innovative, action-oriented energy: you move fast, form opinions, and drive change, with the maturity to operate within the realities of a complex, regulated enterprise platform.
  • Your colleagues are inspired to follow your lead.

Nice To Haves

  • Knowing how travel, loyalty, or adjacent commerce ecosystems actually work, at the level of business model and customer behavior rather than just APIs, will accelerate your impact.
  • Depth in frontend and the customer-facing shopping experience.

Responsibilities

  • Own the product outcomes for your teams, not just their delivery. You define what success looks like for the parts of the platform you own, set clear OKRs, and hold your teams to business results rather than sprint velocity.
  • Drive AI on two fronts, as a product capability and as a development practice. You shape the vision for AI-powered platform features, and you partner with our existing advocates to speed up agentic coding adoption, setting the guardrails, tooling standards, and culture that make it stick inside a PCI Level 1-compliant SDLC.
  • Actively direct the data science team. Stay hands-on rather than delegating, and steer the team toward the data and model capabilities that power the AI-native commerce features you own.
  • Act as servant leader to cross-functional agile teams, with responsibility to mentor, manage, and lead your direct reports.
  • Coach Product Owners to grow from backlog managers into outcome-oriented thinkers, pushing them to connect features to business value, client impact, and measurable results.
  • Identify, mentor, and grow senior development leads into development managers, strengthening the management layer beneath you.
  • Work across the business, including Switchfly's executive leadership and our clients, translating strategic intent into engineering scope with clarity and appropriate pushback.
  • Guide the personal and career development of your people.
  • Ensure teams work together and that each person has a voice.
  • Foster a culture that encourages learning, trust, and bravery.

Benefits

  • Competitive base pay
  • 401k with match
  • Full suite of health benefits with an average of 87% of premiums covered by Switchfly
  • Flexible work environment
  • Work-life balance with unlimited paid time off
  • Office closes from Christmas Eve to New Years
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