VP of Engineering

Going helps more than 2 million members travel more for less. We find exceptional flight deals, from mistake fares to deep discounts, and get them to members before they disappear. Our membership has grown on one promise: we save you money on the trips you actually want to take.

We are a small, fully remote team with outsized reach. Every engineer's work lands in front of millions of travelers, often the same week it ships. Now we're rebuilding how we build: simplifying our platform, raising our quality bar, and using AI where it measurably makes a small team faster. We're 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. You'll 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 you'll 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 doesn't 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 don't. 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 pipeline's 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.

You've 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 engineering's view to the Leadership Team and tie every roadmap bet to membership growth, our North Star.

What you know

Required: You're 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. You've 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.

You'd rather ship, learn and iterate than polish in private. You make reversible decisions quickly and know which decisions aren't reversible.

Impact-hungry.

You want to see your work move real numbers every day, not disappear into a large org's roadmap.

Proven at consumer scale.

You've 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 you'll 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

We want you to bring your authentic self to work every single day. We accept you for who you are and consider everyone on an equal opportunity basis without regard to ancestry; age; appearance; color; gender identity and/or expression; genetics; family or parental status; marital, civil union, or domestic partnership status; mental, physical, or sensory disability; national, social or ethnic origin; past or present military service; sexual orientation; socioeconomic status; race; religion or belief; hair length; organ donor status. Going is an E-Verify employer. ‍If you require a reasonable accommodation or assistance for any part of the interview and employment process, please contact us at

View email address on click.appcast.io

and let us know the nature of your request.