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59 Pines logo
59 Pines

We're a credible, funded, remote-first startup led by a serial technical founder, and backed by a 20-person team. The product is live in private alpha.

Head of Engineering

Location

United States

Posted

89 days ago

Salary

$400,000,000K / year

Seniority

Lead

No structured requirement data.

Job Description

Head of Engineering

59 Pines

Role Description We're hiring a Head of Engineering! - Flexible Title: Can tailor to reflect your skills & experience. - Flexible Time: Can do full-time, part-time, side-gig (off-hours), or fractional (contract). - Flexible Commitment: Can do short-term, long-term, or intermittent. Why so flexible? We're a FUNDED startup racing to launch end of Q1 2026. That gives us just 3 months to stack features while raising additional working capital. Feel free to jump in, help us ship, then bounce >> or stick around. A successful launch translates into lots of permanent jobs for those that want them. We're also interested in long term "side gig" relationships, if that's what you're into - in our experience, a few expert hours often beat full-time learning-curve hours. Qualifications - Deep technical expertise in Ruby on Rails, React, and related stacks (PostgreSQL, Redis, Sidekiq, etc.) - Hands-on experience with AI enablement - Prior experience as a Technical Manager, Engineering Director, VP of Engineering, or CTO at a venture-backed company - Demonstrated ability to drive developer performance through metrics, not just vibes - Comfortable operating in a startup environment with ambiguity and rapid iteration - Strong communicator who excels at expectation management - Track record of building high-performing engineering teams from the ground up Requirements - Lead and manage a team of developers building on Ruby on Rails and React - Drive AI enablement across the organization - Establish and track performance metrics for individual contributors and the team as a whole - Implement systems for accountability, velocity tracking, and continuous improvement - Be accountable for technical architecture decisions and code quality at scale - Conduct regular 1:1s, performance reviews, and sprint retrospectives with actionable outcomes - Collaborate with product and design to translate business requirements into technical deliverables - Coach developers and create training materials that raise the bar across the team - Build and refine hiring, onboarding, and developer growth processes - Identify and remove blockers — whether technical, process, or people-related Benefits - Up to $400,000 max total compensation in Tier 1 cities; cash and equity components to be negotiated. Company Description We're a credible, funded, remote-first startup led by a serial [technical] founder, and backed by a 20-person team. The product is live in private alpha.

Job Requirements

  • Deep technical expertise in Ruby on Rails, React, and related stacks (PostgreSQL, Redis, Sidekiq, etc.)
  • Hands-on experience with AI enablement
  • Prior experience as a Technical Manager, Engineering Director, VP of Engineering, or CTO at a venture-backed company
  • Demonstrated ability to drive developer performance through metrics, not just vibes
  • Comfortable operating in a startup environment with ambiguity and rapid iteration
  • Strong communicator who excels at expectation management
  • Track record of building high-performing engineering teams from the ground up
  • Lead and manage a team of developers building on Ruby on Rails and React
  • Drive AI enablement across the organization
  • Establish and track performance metrics for individual contributors and the team as a whole
  • Implement systems for accountability, velocity tracking, and continuous improvement
  • Be accountable for technical architecture decisions and code quality at scale
  • Conduct regular 1:1s, performance reviews, and sprint retrospectives with actionable outcomes
  • Collaborate with product and design to translate business requirements into technical deliverables
  • Coach developers and create training materials that raise the bar across the team
  • Build and refine hiring, onboarding, and developer growth processes
  • Identify and remove blockers — whether technical, process, or people-related

Benefits

  • Up to $400,000 max total compensation in Tier 1 cities; cash and equity components to be negotiated.

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