Blog
Rewriting tech roles
Founders Associate, Founding GTM, MTS, Forward Deployed Engineer, GTM Engineer, Talent Engineer, Founding Operator: the new generation of startup titles and where they came from.
AI sourcing is broken by design. Here’s how we’re fixing it.
A response to Paul Karrmann’s article on why AI sourcing keeps failing, and how Jack & Jill is fixing the three structural problems he identified.

How to Build an AI-Native Team
Notes from the Jack & Jill x Ashby breakfast panel: how founders and talent leaders are actually getting their teams to compound on AI, not just have access to it.
How to Find a Job in 2026
A practical, step-by-step guide to navigating the 2026 job market, from working out what you actually want to landing the offer and negotiating it.
Press
- Read article — Jack & Jill raises $20M to bring conversational AI to job-hunting (opens in new tab)

Jack & Jill raises $20M to bring conversational AI to job-hunting
The startup has built two AI agents, Jack for candidates and Jill for recruiters, and is expanding across London and San Francisco.
- Watch video — The future of work: AI agents for hiring and careers (opens in new tab)

The future of work: AI agents for hiring and careers
Matthew Wilson joins the EUVC podcast to discuss how AI is reshaping the global labour market and what it means for candidates and companies alike.
- Watch video — A Conversation with the AI Minister of the UK (opens in new tab)

A Conversation with the AI Minister of the UK
Jack & Jill features in a sit-down with the UK's AI Minister on how AI is transforming employment and the future of work.