Jack & Jill is a conversational AI recruiting platform built as a two-part system. 'Jack' handles the applicant side, giving each user a 20-minute AI-powered profile interview and then surfacing a curated shortlist of roles, while 'Jill' works with employers to build a profile of each role and elevate the best-matching candidates. The platform takes a standard commission on successful hires. Founded in early 2025 by Matthew Wilson (who scaled Omnipresent) and Saaras Mehan (founder of Kular.ai), the company went live in London with nearly 50,000 users and raised a $20M seed round led by Creandum in 2025, backed by Entrepreneur First, Ada Ventures, Playfair and 75+ angels, to fuel U.S. expansion.