Engineering Leader; Data, SWE & Platform

Hilbert is a scalable, data science-first growth engine that gives B2C teams predictive clarity into user behavior, revenue drivers, and the actions that drive sustainable growth. Fully agentic by design, Hilbert shrinks months-long decision cycles to minutes.

From Fortune 10 enterprises to beloved brands like Fresh Direct, Blank Street, and Levain Bakery, operators run their growth on Hilbert. We're also co-building alongside leading AI companies.

We are looking for a visionary Head of Engineering to lead the technical heart of Hilbert. You will oversee two major departments Data Engineering and Software/Platform Engineering comprising 15-20 world‑class engineers by year‑end. This is not a "maintenance" role; you are building a high‑velocity machine capable of supporting 40+ concurrent mid‑market integrations while simultaneously deploying custom enterprise‑grade AI environments.

You don't need to be the one writing the PRs, but you must be the sharpest technical mind in the room during a high‑stakes enterprise architecture review. You will be the face of Hilbert’s technology to our biggest customers.

• The "Full-Stack" Leader: You have a deep conceptual grasp of the entire modern stack: from K8s and Secret Management to Click House optimization and Agentic AI workflows.
• Scale
  
  Experience:
  
  You’ve ideally seen the "messy middle" of scaling an engineering team from 5 to 20+ people in an AI‑heavy or data‑intensive environment.
• Enterprise Credibility: You can walk into a Fortune 500 boardroom and earn the trust of their CTO by explaining how we handle their data security, on‑prem deployments, and custom ML requirements.
• Hiring Engine: You have a "nose" for talent. You will partner with the founders to recruit, vet, and retain the top 1% of engineers.
• Startup DNA: You prefer "shipping and iterating" over "committees and bureaucracy."

• Own the technical roadmap for Data, SWE, and Platform departments.
• Ensure the seamless delivery of Hilbert’s "AI Growth Engine" across two tracks: rapid mid‑market integration and deep‑dive enterprise deployment.
• Architect the high‑level systems that allow our AI/ML outputs to be served through elegant, high‑performance web applications.
• Act as the final technical authority on security, SOC2 compliance, and infrastructure strategy.
• Mentor leads and build a culture of high ownership, intellectual honesty, and speed.

• Experience in E-commerce or Retail sectors (understanding what a "SKU" or "Attribution Window" is without being told).
• Prior "Founder/CTO"
  
  Experience:
  
  You’ve built a startup from 0 to 1 or been a VP of Engineering at a high‑growth AI company.
• Security Certifications/
  
  Experience:
  
  You’ve personally led a company through SOC2 Type II or ISO 27001 audits.
• Hybrid Model Mastery: Experience managing both high‑touch Enterprise On‑Prem deployments and high‑velocity B2B SaaS product cycles simultaneously.

San Francisco, with occasional travel for team meets, offsites or customer engagements.

Competitive salary + equity package, commensurate with experience.

Performance‑based bonuses tied to project milestones and customer impact.

Short form → Intro call → Technical working session → Team conversations → Offer