Madrona joins $40M Series A in Jack & Jill as paired AI agents book 25,000 interviews and 380,000 candidate conversations

Madrona invested in Jack & Jill’s $40M Series A because the startup uses paired AI agents—Jack for candidates and Jill for employers—to match talent and hiring teams without traditional applications, having driven 25,000 interviews and 380,000 candidate conversations. The approach automates tedious tasks while preserving human agency, arranging about 5,000 interviews monthly for companies like Ramp and Attio.

MMatt Wilson MMadrona