Jack & Jill raises $40M to replace job applications with agent introductions

Air Street led the round less than a year after the founders raised a $20M seed to bring their two-sided hiring network to the US.

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Primary source: Jack & Jill

Why it matters

Air Street is backing agent-to-agent matching as a new marketplace layer. Jack & Jill must now prove its conversations convert into hires, a figure it has not disclosed.

A hand interacts with a tablet displaying a minimalist interface for professional connections in a modern office.

Matthew Wilson and Saaras Mehan have raised a $40 million Series A for Jack & Jill, their bet that job seekers and hiring managers should each send an AI agent to negotiate the first introduction.…

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