Irregular Expressions
Overview
Irregular Expressions is a technology advisory firm specializing in early-stage investments, focusing on startups that develop tools and services for developers. The firm primarily invests in seed and Series A rounds but has also participated in pre-seed, Series B, and Series C funding. IrregEx leverages its extensive experience in bringing high-growth consumer and enterprise products to market to help founders scale their teams, products, and businesses more efficiently. They focus on infrastructure, data and machine learning categories.
Investments
| Company | Date | Stage | Lead |
|---|---|---|---|
| Bubble | Jun 2019 | Seed | - |
| Recall.ai | May 2024 | Series A | Co-investor |
| Pydantic | Oct 2024 | Series A | Co-investor |
| Qovery | Sep 2025 | Series A | - |
| Popsink | Oct 2025 | Seed | Co-investor |
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Key People
Jean Sini
Founding Partner
🤖 Greg Ratner
Angel Investor
Ali Heron
Investor
Ben Roberts
Angel Investor
Benjamin Fabre
Investor
Chris Crane
Angel Investor Startup Advisor
Irina Krechmer
Investor
Julie Hubschman
Angel Investor
Kellan Elliott-McCrea
Angel Investor
Marc Brown
Angel Investor
Sheba Rasson
Angel Investor
Sylvia Isler
Angel Investor
For institutional investors. Book with your work email.
Sector & Stage Mix
Industry, funding stage, and valuation band breakdowns.
FAQ
Where is Irregular Expressions based?
Irregular Expressions is headquartered in New York City, New York, United States.
When was Irregular Expressions founded?
Irregular Expressions was founded in 2018.
How many portfolio companies does Irregular Expressions have?
Irregular Expressions has 32 portfolio companies in Caplight's dataset.
What are some companies in Irregular Expressions's portfolio?
Portfolio companies visible on Caplight include Bubble, Recall.ai, Pydantic, Qovery, Popsink.
What was Irregular Expressions's most recent investment shown here?
Irregular Expressions's most recent investment in this portfolio sample was in Popsink in 2025.
What sectors does Irregular Expressions focus on?
Irregular Expressions focuses on Enterprise Software, Cybersecurity, Healthcare & Life Sciences, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software, Cybersecurity, Enterprise Software, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Cybersecurity, Media, Entertainment & Gaming, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Frontier & Industrial Tech, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software, Enterprise Software, Enterprise Software, Media, Entertainment & Gaming, Crypto & Web3, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software, Enterprise Software.
What company stages does Irregular Expressions focus on?
Irregular Expressions typically invests at the Early stage.
What is Irregular Expressions's AUM?
Irregular Expressions's assets under management are estimated between $0.0 and $50.0M.