We9re hiring a VP of Engineering to lead a lean, senior team through its next chapter: mentor the team, simplify our platform, raise quality and delivery speed, and make AI a measured force multiplier for engineers.
This is a seasoned-leader role with a short distance to impact. You9ll sit on the Leadership Team, partner daily with Product, Marketing, Operations and Data, and see the results of your decisions in member behavior within days, not quarters.
- Reports to: CEO
- Location: Remote (US time zones)
What you9ll do- Lead and develop the team. Create a strong engineering culture, build clear growth paths, mentor engineers into leaders, and make the hard call when coaching doesn9t work. Hire for judgment and craft, including how candidates use AI. Run a remote, written, async culture with clear ownership.
- Make AI a force multiplier, with judgment. Find where coding agents and LLM tooling earn their keep across product, design and engineering, and where they don9t. Measure ROI (cycle time, defect rates, cost), set quality and security guardrails, and keep engineers accountable for and in control of what they ship.
- Lead adoption by example. Coach product, design, and engineers to work with agents where it helps, measure the gains, and retire the workflows that no longer earn their keep.
- Ship fast, safely. Shorten the path from idea to member impact. Build the delivery system (CI/CD, automated testing, observability, feature flags, experimentation) so we release frequently with confidence and catch issues before members do.
- Own technical strategy and architecture. Set the long-term vision for our codebase and the data pipeline behind every deal, alert and price drop members see. Own that pipeline9s accuracy, freshness and cost as we scale. Pay down tech debt where it unlocks business value.
- Build AI into the product. Partner with Product and Data to ship AI-powered member experiences, before and after booking, that are hard for competitors to copy.
- Stay technically credible. You9ve been an engineer and can judge architecture and tradeoffs, but you lead through others rather than only your own commits as often as you can.
- Be a business partner. Bring engineering9s view to the Leadership Team and tie every roadmap bet to membership growth, our North Star.
What you knowRequired:- You9re legally authorized to work in the United States and able to work US hours.
- A seasoned engineering leader. 10+ years in software, including 5+ leading engineering teams of 8-25 at a consumer tech company, ideally startup or scale-up.
- AI-pragmatic in practice. You and your teams use coding agents and LLM tools daily. You know where they help, where they fail, and how to verify their output. You9ve led adoption that produced measurable gains without mandates or eroding quality.
- Product thinker. You start with the member and use the product, read the feedback, and ask why before how, helping the entire team deliver value to members.
- Biased for speed. You9d rather ship, learn and iterate than polish in private. You make reversible decisions quickly and know which decisions aren9t reversible.
- Impact-hungry. You want to see your work move real numbers every day, not disappear into a large org9s roadmap.
- Proven at consumer scale. You9ve built reliable, high-traffic consumer systems, including iOS and Android apps, and worked with large and complex datasets.
- A builder of people. You hire well, give direct feedback, and develop engineers into leaders.
- A clear remote communicator. You write well, run an async team effectively, and can explain technical trade-offs to non-engineers.
- Security- and privacy-minded. You treat member data and payment flows with care.
Preferred:- Experience in flights or travel: airfare data, GDSs, NDC, metasearch, OTAs, or airline retailing
- Built agentic or LLM-powered features in a consumer product
- Experience with pricing, alerting, or real-time data pipelines
- Subscription or membership business experience
- Led an engineering org through a step-change in tooling or process
Benefits & perks you9ll love- The salary for this role is $270,000 + equity
- 100% remote work environment
- Annual team retreats, with past destinations including Asheville, Scottsdale, Washington D.C., Vancouver, and Mexico City
- Open vacation policy, with a 15-day minimum
- Comprehensive health, vision, dental, and life insurance
- 401(k) with a 5% match
- $750/quarter remote work, wellness, and wisdom stipend
- Up to 12 weeks of paid family leave
- Meetup stipend when you cross paths with a co-worker
- Continuing education & development reimbursement
- Challenging problems to solve and an awesome team to collaborate with every single day
