Air Street Capital leads $40 million Series A in Jack & Jill, an AI career agent platform

Air Street Capital led Jack & Jill's $40 million Series A, with Madrona joining and Creandum and Entrepreneurs First investing again, following a $20 million seed round less than a year earlier.

Jack & Jill uses AI agents named Jack, which helps candidates plan career moves and search job postings, and Jill, which helps companies recruit from opted-in candidates. The company says it has arranged 25,000 interviews and plans 5,000 more each month.