Head of Engineering

Junior

$175K — $210K *
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-10 years of experience in engineering leadership roles
  • Proven ability to write production code and debug complex systems
  • Experience leading engineering teams through growth and ambiguity
  • Track record of hiring and developing high-performance engineers
  • Strong capability in providing constructive feedback and making performance-related decisions
  • Understanding of when to implement management structures vs. when to allow autonomy
  • Familiarity with AI development tools and their impact on engineering processes

Responsibilities

  • Own daily operation of engineering including planning and delivery
  • Ship production code and participate in debugging discussions
  • Set clear priorities and scopes across Engineering, Product, and Design
  • Develop and mentor Engineering Leads to foster autonomy within teams
  • Establish reliable ownership and accountability for critical systems
  • Improve engineering effectiveness by streamlining tools and processes
  • Manage engineering hiring while maintaining a high technical hiring bar

Benefits

  • Opportunity to work closely with senior leadership, including the CTO
  • Gain hands-on experience in a technical leadership role
  • Participate in shaping the direction of engineering operations and culture
  • Collaborative environment that prioritizes direct feedback and performance development
  • Flexibility to define and improve engineering processes based on team needs
  • Involvement with cutting-edge AI-assisted engineering methodologies
Full Job Description
The role
  • You'll report to our CTO and own the day-to-day operation of engineering: people, planning, delivery, reliability and recruiting.
  • The CTO will continue to own product and technology direction, frontier experimentation, AI-native development and consequential long-term architecture.
  • You'll turn that direction into results.
  • You'll have the authority to challenge scope, sequencing and commitments when they aren't credible - and the responsibility to make sure the organization delivers on the ones it makes.

This is not a role where you spend your first three months observing from the sidelines.

You'll begin by doing the work:
  • Ship production code
  • Learn our systems and development tools
  • Join architecture and debugging discussions
  • Work directly with engineers, Product and customers
  • Take an on-call shift
  • Build firsthand context before changing how the organization operates

You'll progressively take ownership of engineering operations, but this will remain a deeply technical leadership role. You'll stay close to the code, architecture and important production problems.

What you'll own
  • Delivery: Set clear priorities, owners and achievable scope across Engineering, Product and Design
  • Engineering leadership: Develop hands-on Engineering Leads who can run strong, autonomous teams
  • Organization design: Build a lean organization capable of growing toward 40-60 engineers where the business justifies it
  • Recruiting: Own engineering hiring and help us maintain a very high technical bar as the team grows
  • People: Lead feedback, performance and development while giving excellent ICs room to grow without becoming managers
  • Reliability: Establish clear ownership of critical systems, improve incident response and eliminate recurring failures
  • Engineering effectiveness: Remove friction across tooling, testing, reviews and delivery
  • AI-native development: Turn AI-assisted engineering into measurable improvements in speed and quality
  • Financial ownership: Own engineering's infrastructure, tooling and AI spend - and be accountable for the value we get from it

The goal is not to add process for the sake of it. It's to introduce structure where it helps us move faster - and remove it when it doesn't.
What success looks like
In your first 90 days
  • You've shipped meaningful production code
  • You understand the systems, team and customers
  • You've earned technical trust across the organization
  • You've established clear operating baselines
  • You've identified a small number of high-impact improvements grounded in firsthand experience
By six months
  • You own routine engineering operations and most engineering recruiting
  • Every team has clear ownership and strong leadership
  • Commitments are more credible and risks surface earlier
  • The CTO spends substantially less time assigning work and chasing project updates
  • Engineering ships faster with fewer recurring failures
  • Engineers still have autonomy, direct founder access and room to pursue ambitious ideas
  • The impact of engineering work is clearly connected to customer and business outcomes
About you
  • You're still deeply technical and can write production code, understand unfamiliar systems and debug difficult problems
  • You've led engineering teams through meaningful growth and ambiguity
  • You can point to specific improvements you've made across delivery, reliability and organizational clarity
  • You've hired excellent engineers and developed strong ICs and engineering leaders
  • You're comfortable giving difficult feedback and making performance decisions
  • You know when management and process help - and when they get in the way
  • You've built software where reliability, security and customer trust genuinely matter
  • You use AI development tools thoughtfully and have strong views on how they will change engineering teams
  • You can challenge a highly technical founder constructively
  • You want to work closely with Product, customers and the codebase
  • You're based in New York, or committed to relocating, and excited to work with the team in person

We care far more about what you've personally built, owned and improved than your previous title.

Prior VP or Head of Engineering experience is not required.

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