---
title: "Jack & Jill’s $40M Series A Is a Network Print — Hires Were Not Disclosed"
description: "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)."
date: 2026-09-16T00:00:00.000Z
source: https://venturecapitaltracker.com/2026-jack-jill-40m-series-a-air-street
---

# 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](/startup/jack-and-jill) raised $40 million Series A** on **September 15, 2026**. [Air Street Capital](https://www.jackandjill.ai/blog/series-a) **led**. **Creandum** and **[Madrona](/fund/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](https://thenextweb.com/news/jack-and-jill-40m-series-a) 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](/startup/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](https://techcrunch.com/2025/10/16/jack-jill-raises-20-million-to-bring-conversational-ai-to-job-hunting/)). |
| $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](/startup/jack-and-jill) (jackandjill.ai); London; CEO Matt Wilson |
| Round | **$40M Series A** · **Sep 15, 2026** |
| Lead | Air Street Capital. **|
| Company-named participants | Creandum, [Madrona](/fund/madrona) |
| TNW-only names | [Antler](/fund/antler) (new); Ada, EF, Expedite, Repeat.vc (returning) |
| Prior | **$20M** seed, Creandum, **Oct 2025** (TC). ~**50,000** London users then. |

[Madrona’s note](https://www.madrona.com/when-agents-meet-in-the-middle-why-we-invested-in-jack-jill/) 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](/startup/jack-and-jill). Day index: [September 15–16](/2026-september-15-16-investment-news-grab-pulley-jack-jill).

**By:** [Venture Capital Tracker](https://venturecapitaltracker.com/editorial-policy)
**Last updated:** September 16, 2026

**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.