Head of Engineering

HIRING: Head of Engineering

We're opening one of the most important roles at Trillet: Head of Engineering.

• It's the top operating engineering role in the company, reporting to leadership. Fully remote.

• Trillet builds voice AI systems across real-time phone calls, telephony, conversational workflows, integrations, and AI infrastructure. We now need the person who builds the engineering function around that reality.

• This is a build-stage leadership role, not a maintenance role. The mandate is to own engineering execution and capacity building: planning, architecture, delivery, reliability, and the standards of the team itself.

• A major part of the mandate is AI-assisted & embedded engineering. We want AI to be a real operating advantage across development, review, testing, debugging, documentation, planning, and delivery. Not a novelty, part of how engineering works.

• The right person may not be actively job hunting. You may be a senior engineer, tech lead, engineering manager, platform lead, or second-in-command technical operator already carrying more ownership than your title reflects. You don't need to have held the Head of Engineering title.

• We care about evidence: systems you owned, architectural decisions you lived with, incidents you learned from, engineers you made better, standards you raised, and AI workflows you actually implemented.

• We are startup-stage. The package includes salary, milestone-based upside, and vested equity upside for the right candidate. This is the right role if you're optimizing for scope, ownership, direct leadership access, and long-term upside.

To apply, email your CV to Barak Blatman, COO, at [email protected] and Ori Vaisbort, CEO, at [email protected] with short answers, 150 to 250 words each, to three questions:

1. What is the highest-leverage use of AI you have implemented or led inside an engineering team? If your organization resisted adoption, what did you build around that resistance? Where has AI-assisted engineering failed you or forced a rollback?

2. Describe one production system you were responsible for that failed or had a serious incident. What happened, what did you change afterward, and what structural lesson did you take from it?

3. This role pays startup-stage cash, with upside weighted toward what you build here. Why is that trade right for you, right now?

No cover letter. The answers are the application.