Matthew Wilson is co-founder and chief executive of Jack & Jill, an AI-powered recruitment firm that learns a persons skills and experience and match them to appropriate companies.
In this week’s Founder in Five Q&A, Wilson discusses why aligning your ambitions with a self-starting team is more motivating than management, how agentic AI has transformed productivity at his company and why founders need to be able to look to the future.
Which role was the most important early hire you made?
Our first Founding Operator, Arya Tandon, who has since owned delivery for our AI recruiter called Jill. We think we actually coined the job title.
The idea is that startups have always needed founding engineers who are full stack and do everything from product research to design....