· Venture Capital Tracker Editorial · investment-strategies
Jack & Jill’s $40M Series A Is a Network Print — Hires Were Not Disclosed
Jack & Jill announced a $40 million Series A on September 15, 2026, led by Air Street Capital, with Creandum and Madrona participating. The company blog printed 380,000 people on Jack and 5,000+ companies on Jill. Valuation, ARR, and hire conversion were not in that post. Seed was $20 million led by Creandum in October 2025 (TechCrunch).
Jack & Jill raised $40 million Series A on September 15, 2026. Air Street Capital led. Creandum and Madrona participated. Last verified September 16, 2026.
Unexpected truth: the company blog is a network print — 380,000 people talking to Jack in San Francisco, New York, and London, and more than 5,000 companies on Jill. Valuation, ARR, and hires are not in that post. The Next Web used 350,000 people; use the company 380,000.
Jack is a candidate-side voice agent. Jill is an employer-side agent. Introductions happen when both agree. Named Jill customers in the blog: Corgi, Ramp, Multiverse, Maze, Attio.
Five-minute decision
| If you need… | Verdict |
|---|---|
| What happened | Funded. $40M Series A, Sep 15. Air Street led. |
| Valuation | Not disclosed. |
| Traction (company) | 380,000 people on Jack; 5,000+ companies on Jill. |
| Hires | Not disclosed. |
| Seed | $20M, Oct 16, 2025, Creandum led (TechCrunch). |
| $60M lifetime | Seed plus Series A in press. Not restated in the Series A blog. |
Investigate further when: you underwrite two-sided agent matching and can live without a hire rate.
Wait or pass when: you need a mark, current revenue, or proof that 25,000 interviews (TNW, not the blog) became jobs.
What closed
| Field | Detail |
|---|---|
| Company | Jack & Jill (jackandjill.ai); London; CEO Matt Wilson |
| Round | $40M Series A · Sep 15, 2026 |
| Lead | Air Street Capital. ** |
| Company-named participants | Creandum, Madrona |
| TNW-only names | Antler (new); Ada, EF, Expedite, Repeat.vc (returning) |
| Prior | $20M seed, Creandum, Oct 2025 (TC). ~50,000 London users then. |
Madrona’s note frames the product as both sides of one market. It does not add a valuation.
TNW additionally printed 25,000 interviews arranged, 5,000 a month, 12,000 hours of calls, and a 40-fold revenue increase since seed. Those are press. The company blog does not carry them. A 40-fold increase from an undisclosed seed revenue base is compatible with almost any dollar figure.
Entity: Jack & Jill. Day index: September 15–16.
Follow Venture Capital Tracker in Google
Add VCT as a preferred source to make our venture-capital coverage easier to find in Google Search.
Last updated:
Editorial note: AI tools assisted with research, structure, or drafting. Venture Capital Tracker retains human editorial responsibility for factual accuracy, relevance, and source quality before publication.
