Head of Engineering

About Enterpret :

AI-native

Read more about our team, core values, and operating principles here.

About the Role:

Head of Engineering

You'll inherit a talented but flat team of 20 engineers that needs structure, process, and leadership development. Your mission: transform how we build, ship, and maintain software while growing the next generation of engineering leaders.

This role is about engineering excellence, people development, and strategic thinking. We need someone who gets their hands dirty fixing foundational issues while building the processes and leaders to scale.

What You'll Do :

Drive Engineering Excellence

• Focus on foundations

  Establish local development environments, testing frameworks, data access and deployment practices that don't currently exist

• Set and enforce standards

  Create lightweight processes for planning, testing, and deployment that increase both quality and velocity

• Eliminate critical risks

  Ensure security, AI enablement, and data integrity are non-negotiable

• Ship incrementally

  Transform our culture from building cars to shipping skateboards through clear review mechanisms

Build a High-Performing Organization

• Structure the org

  Move from 20 direct reports to a sustainable structure

• Hire and retain top talent

  Improve new hire failure rate through better assessment and onboarding

• Grow leaders

  Coach and develop engineering ICs who can own their domains independently and become TLMs

• Create accountability

  Implement performance management that's fair, transparent, and drives growth

Enable Strategic Execution

• Connect engineering to customers

  Establish regular customer interaction for all engineers

• Partner cross-functionally

  Work effectively with Product, Design, Sales, Customer Success without being the bottleneck

• Make technical bets

  Guide architectural decisions that balance immediate needs with long-term scalability

• Understand AI/ML systems

  While not required to be an expert, guide teams building LLM-powered products

What It Takes :

Required Experience

• 5+ years managing engineering managers

  You've built and led multi-layer organizations

• Proven engineering excellence

  Led teams at companies known for world-class engineering standards

• Track record fixing broken processes

  Transformed engineering cultures from chaos to excellence

• High-growth experience

  Worked at Series C+ or equivalent companies with strong engineering brands

Core Competencies

• Quality obsessed

  You have strong opinions on testing, deployment, and development practices

• Talent magnet

  Can assess, attract, and develop exceptional engineers and engineering leaders

• Execution focused

  Ship regularly by breaking down complex problems into incremental wins

Technical Understanding

• Clear communicator

  Translate technical complexity for any audience
• Modern system design, cloud infrastructure (AWS/GCP), and microservices
• Data-intensive applications and multi-tenant architectures
• Familiarity with AI/ML systems (experience with LLMs a plus)

Why Enterpret :

• End-to-End Ownership:

  Own the entire engineering function from scaling infra to embedding AI into every layer of the product. No red tape, just impact.

• Define the Bar:

  Set the gold standard for engineering culture, architecture, and velocity in a product-led, AI-native company.

• Tech Playground:

  Build on cutting-edge systems generative AI, real-time data pipelines, and multi-tenant cloud infra at scale.

• Strategic Seat:

  Work directly with founders and influence product and company strategy at a stage where every decision compounds.

• Team of Builders:

  Join a sharp, execution-first team trusted by Notion, Canva, Loom, and backed by Sequoia & Kleiner Perkins.

• Shape the Org:

  Design long-term org structure, grow high-agency leaders, and create an engineering brand that attracts top talent.

• Move Fast, Learn Fast:

  Experiment with new technologies, iterate quickly, and ship to real users who depend on us.

• Well-Rewarded:

  Competitive salary, meaningful equity, premium health cover and generous leave.

What We Value :

At Enterpret, we operate with a deep sense of ownership we play for the team and do what it takes to win together. We care personally for our teammates while pushing each other with honest, actionable feedback. Above all, we approach everything with humility and a drive to keep learning and getting better. As the Head of Engineering, you will set and exemplify these values leading through leaders, building a culture where great managers and teams thrive, and ensuring the org is aligned, accountable, and constantly raising the bar.