Jack & Jill raises $40M to put an AI agent on both sides of the hiring table
Jack & Jill has raised $40M in a Series A led by Air Street Capital, bringing total funding to $60M less than a year after a $20M seed round.
Madrona and Antler are new investors, and Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital, and Repeat.vc all returned.
The product is two agents that negotiate with each other. Jack works for the candidate, learning what they want through voice calls, email, and WhatsApp.
Jill works for the employer, reading the job description and interrogating what success in the role actually looks like.
When both conclude that the match is worth making, the candidate is introduced directly to the hiring manager and never fills out an application.
Nathan Benaich, the Air Street general partner who led the round, describes the thesis as:
“The next leap in hiring will not come from better searches over the same resumes or more automated outreach,” said...
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