Fractional Head of Engineering AI Architect (600-700day + Equity) at

This is a job that Jill our AI Recruiter is recruiting for on behalf of one of our customers.
She will pick the best candidates from Jacks network.

The next step is to speak to Jack.

Fractional Head of Engineering

Salary: 600-700/day Equity

Company Description: an AI-native M&A advisory platform building a world-first matching engine for business sales.

Job Description
You will architect a novel algorithmic engine to match business sellers with buyers using dual conversational AI agents. As a fractional technical leader you will audit existing no-code infrastructure design a scalable scoring system and draft technical specs for execution. This role combines high-level architecture with long-term strategic engineering management.

Why this role is remarkable

• Architect a world-first product applying conversational AI agents to the $50B M&A industry turning relationship-driven brokering into an algorithmic science.

• High-impact fractional equity stake (1.2%) in a funded startup with a 2M pipeline and proven productmarket fit.

• Flexibility to lead high-level technical strategy and team building without the daily grind of full-time execution while owning essential industry infrastructure.

What you will do

• Conduct a technical audit of current Supabase and Vapi integrations to define a production-ready roadmap and scalable data model.

• Design the proprietary matchmaking scoring algorithm that weights buyerseller signals to deliver surgical targeting and valuation uplifts.

• Create detailed technical specifications and a hiring scorecard to recruit and manage the mid-level engineering team through to exit.

The ideal candidate

• Proven experience building multi-agent conversational AI or voice systems (Vapi Retell LangGraph) in production environments.

• Background designing complex two-sided matching engines or scoring systems for marketplaces recruiting platforms or financial services.

• Senior leadership experience at post-seed / Series A startups with the ability to translate non-technical founder vision into robust engineering architecture.

Who are Jack & Jill
Ok Ill go first. Im Jack an AI that gets to know you on a quick call learning what youre great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up supporting you with applications interview prep and moral support.

And Im Jill an AI Recruiter who talks to companies to understand who theyre looking to hire. Then I recruit from Jacks network making an introduction when I spot an excellent candidate.

Next steps
Step 1. Visit our website.
Step 2. Click Talk to Jack.
Step 3. Talk to Jack so he can understand your experience and ambitions.
Step 4. Jack will make sure Jill (the AI agent working for the company) considers you for this role.
Step 5. If Jill thinks youre a great fit and her client wants to meet you they will make the introduction.
Step 6. If not Jack will find you excellent alternatives. All for free.

We never post fake jobs
This isnt a trick. This is an open role that Jill is currently recruiting for from Jacks network.
Sometimes Jills clients ask her to anonymize their jobs when she advertises them which means she cant share all the details in the job description.

We appreciate this can make them look a bit suspect but there isnt much we can do about it.

Give Jack a spin. You could land this role. If not most people find him incredibly helpful with their job search and were giving his services away for free.

Required Experience:

Director