Mainstay

Head of Engineering

Mainstay

full-time

Posted on:

Location Type: Remote

Location: CaliforniaUnited States

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Salary

💰 $300,000 - $325,000 per year

Job Level

About the role

  • Lead the entire engineering organization (approximately 25 people) across all product engineering teams.
  • Define what an AI-first engineering org actually looks like at Mainstay.
  • Build an engineering culture where the bar is high, feedback is direct.
  • Make clear, timely decisions about team composition and performance.
  • Bring engineering a credible, trusted voice in product decisions.
  • Partner with the CPO and product managers on org design, hiring, and how engineering should evolve.

Requirements

  • Knows how to make a lean team punch above its weight.
  • Technical depth across distributed systems, data pipelines, and AI tooling.
  • Genuine thought partner on the roadmap.
  • Proven track record of increasing output and quality without defaulting to more headcount.
  • Evidence of AI tooling you personally built or mandated into a production workflow your team owned.
Benefits
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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
distributed systemsdata pipelinesAI tooling
Soft Skills
leadershipdecision makingfeedbackcollaborationorganizational design