Head of Engineering

About Enterpret

AI-native

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

About the Role

Head of Engineering

What You’ll Do

• Own and evolve the long-term engineering strategy across infra, data, AI, and product engineering, translating company bets into scalable, actionable org-wide goals
• Build and lead a high-performing engineering org - hire, grow, and coach managers and technical leads, ensuring every team has empowered, high-agency leadership
• Drive company-wide AI adoption - achieve 50x+ org-wide impact through AI-enabled productivity, delivery acceleration, and innovation; coach leaders to embed AI into hiring, execution, and product delivery
• Set a high bar for org execution - deliver predictable, high-quality outcomes through clear operating rhythms, review mechanisms, and scalable processes without sacrificing speed
• Provide strategic clarity and guardrails for complex, high-stakes decisions - enabling leaders to solve challenges that balance product vision, scalability, and business needs
• Drive technical alignment across the org - ensure architectural principles, quality standards, and AI-first patterns are consistently applied by all teams, enabling seamless integration and scalability across products and systems.
• Design for 10x scale - ensure systems are resilient, secure, cost-optimized, and ready for real-time use cases by embedding performance, scalability, and maintainability as non-negotiables
• Champion a culture of ownership, psychological safety, and high accountability - with clear feedback loops, growth paths, and recognition of team accomplishments

What It Takes

• 12+ years of engineering experience, with 3–5 years in senior leadership roles managing managers and technical leads
• Proven success in scaling high-performing engineering orgs in product-led environments
• Deep understanding of modern system design, cloud infra (AWS/GCP), microservices, and data-intensive applications
• Hands-on understanding of AI/ML systems and LLM architecture to set direction and ensure teams are building AI-native products
• Ability to think in bets, influence executive decision-making, and balance long-term technical health with near-term business needs
• Skilled communicator and cross-functional influencer — clear, direct, and inspiring
• Passion for mentorship, culture-building, and leading through leaders

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, generous leave, and full flexibility on location & hours.

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.