Air Street leads $40M Series A for AI job-market startup Jack & Jill
nathanbenaich · x · 2026-09-15
Air Street Capital has led a $40M Series A in Jack & Jill, an AI talent marketplace that puts agents on both sides of hiring — representing candidates beyond their resumes and matching them with employers. Madrona joined the round, with existing investors Creandum and Entrepreneurs First participating, less than a year after the company's $20M seed. Investor Nathan Benaich says the deal was triggered by a portfolio founder who called it a "top tier AI product" after trying it. The post also outlines Air Street's approach to sourcing deals through its founder and expert network.
Related event: Air Street leads $40M Series A in AI career-matching startup Jack & Jill(5 posts)→
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