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Going

Flight deal alerts via subscription service

Vice President of Engineering

Engineering LeadershipPosted on Nov 13
Full-timeRemote in USA$270k /yr

About the Job

Requirements

  • You are legally authorized to work in the United States and able to work US hours.
  • You have 10+ years in software, including 5+ years leading engineering teams of 8–25 at a consumer tech company, ideally a startup or scale-up.
  • You and your teams use coding agents and large language model tools daily, understand where they help or fail, and can verify their output; you have led adoption that produced measurable gains without mandates or eroding quality.
  • You start with the member, use the product, read feedback, and ask why before how to help the team deliver value to members.
  • You favor shipping, learning, and iteration, make reversible decisions quickly, and know which decisions are not reversible.
  • You want to see your work move real numbers every day rather than disappear into a large organization's roadmap.
  • You have built reliable, high-traffic consumer systems, including iOS and Android apps, and worked with large and complex datasets.
  • You hire well, give direct feedback, and develop engineers into leaders.
  • You write well, run an asynchronous team effectively, and explain technical trade-offs to non-engineers.
  • You treat member data and payment flows with care.

Responsibilities

  • Create a strong engineering culture, build clear growth paths, mentor engineers into leaders, and make difficult decisions when coaching does not work.
  • Hire for judgment and craft, including evaluating how candidates use AI, and run a remote, written, asynchronous culture with clear ownership.
  • Identify where coding agents and large language model tooling are valuable across product, design, and engineering; measure return on investment through cycle time, defect rates, and cost; set quality and security guardrails; and keep engineers accountable for and in control of what they ship.
  • Coach product, design, and engineering teams to use agents where helpful, measure gains, and retire workflows that no longer provide value.
  • Shorten the path from idea to member impact and build a delivery system using continuous integration and continuous delivery, automated testing, observability, feature flags, and experimentation so releases can happen frequently and issues are caught early.
  • Set the long-term vision for the codebase and the data pipeline behind deals, alerts, and price drops; own the pipeline's accuracy, freshness, and cost as the business scales; and pay down technical debt where it unlocks business value.
  • Partner with Product and Data to ship AI-powered member experiences before and after booking that are difficult for competitors to copy.
  • Use engineering experience to assess architecture and trade-offs, leading through others rather than relying primarily on personal commits.
  • Represent engineering on the Leadership Team and tie roadmap decisions to membership growth.

Desired Qualifications

  • Experience in flights or travel, including airfare data, global distribution systems, New Distribution Capability, metasearch, online travel agencies, or airline retailing.
  • Experience building agentic or large language model-powered features in a consumer product.
  • Experience with pricing, alerting, or real-time data pipelines.
  • Experience in a subscription or membership business.
  • Experience leading an engineering organization through a major change in tooling or process.

About the Company

Going

Flight deal alerts via subscription service

Going.com provides a members-first travel service that finds discounted airfare for its users. It works by scanning for flight deals and sending email alerts to subscribers with details on the deal and how to book; transactions are handled outside the platform, via airlines or Google Flights. Unlike some competitors, Going.com relies on a large, engaged user base (over two million) and a reverse-booking approach, encouraging travelers to stay flexible and book the best deal rather than fixed dates or destinations. The goal is to help travelers save on airfare by surfacing big deals and guiding them to book through external partners, while expanding its freemium subscription model (Free Limited, Premium, and Elite) and broader travel services after originally starting as Scott's Cheap Flights.

Company size
1-10
Company stage
Series B
Total funding
$8.5M
Headquarters
Boston, MA
Founded
2005

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