Irregular Expressions
VC Fund
New York, United States
Irregular Expressions is a VC fund in New York focused on Software and Information Technology. Irregular Expressions, IrregEx for short, is a group of seasoned software engineering and product leaders investing in and advising early stage technology startups.We’ve spent many cumulative decades bringing high-growth consumer and enterprise products to market, and are driven to help founders scale their own teams, products and businessesfaster, by leveraging both our know-how and our network.Having co-founded, built and scaled hundreds of companies, primarily in the San Francisco, New York, and now remote-first ecosystems, we love working closely with the founders and teams we back, and think through thorny challenges on the product, engineering, and business fronts alike.
- Total investments:
- 66
- Last investment:
- Lead investor:
- 0%
Last updated:
For AI agents: llms.txt
Industries Irregular Expressions invests in
Stages Irregular Expressions invests in
Countries Irregular Expressions invests in
Investment Focus
Industry
- Software 28 (42%)
- Information Technology 15 (23%)
- Artificial Intelligence 12 (18%)
- SaaS 9 (14%)
- FinTech 7 (11%)
Stage
- Seed 30 (45%)
- Series A 12 (18%)
- Pre-Seed 10 (15%)
- Series B 5 (8%)
- Venture - Series Unknown 4 (6%)
Country
- United States 46 (70%)
- France 6 (9%)
- United Kingdom 3 (5%)
- Israel 1 (2%)
- Sweden 1 (2%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
Weave
|
Weave resloves engineering tasks by merging large language models with targeted machine learning. | $13.5M / Series A / Jul 28, 2026 | |
Modiqo
|
Modiqo is developing the infrastructure required for dependable AI agent workflows. Modiqo enables teams to decrease human labor, increase consistency, and scale workflows with confidence. | $3M / Pre-Seed / May 28, 2026 | |
Prelude
|
Prelude is advancing SMS verification and mobile onboarding infrastructure through a set of unified APIs developers might actually like. Prelude is dedicated to more reliable fraud detection, elegant transparency, and increased reliability– all at a better price, so businesses can make every ping count for their customer experience, not their bill. | $20M / Series A / May 20, 2026 | |
Twin
|
Twin Labs, offer an automated tool for repetitive operations, such as onboarding new staff to all internal systems. | $10M / Seed / Jan 27, 2026 | |
Popsink
|
Popsink creates data processing tools for the next generation of data stacks. They want to make real-time data and continuous data operations accessible to businesses of all sizes. Popsink allows hyper-automation for real-time decision-making and operations. Popsink is headquartered in Paris, France and was founded in 2021. | $3.5M / Seed / Oct 02, 2025 | |
Qovery
|
Qovery operates as a container as a service platform that enables anyone to develop and deploy an application. It accelerates and scales the application development cycle with zero infrastructure management investment. The company was founded in 2019 and is headquartered in Paris, France. | $13M / Series A / Sep 30, 2025 | |
Actual AI
|
Actual AI analyzes productivity and engagement data to automate performance reviews for software teams. | $3.2M / Seed / Sep 29, 2025 | |
Alpic
|
Alpic provides MCP server management's first all-in-one cloud platform, and it assists companies in securely and consistently exposing services to AI agents. | $6M / Pre-Seed / Sep 04, 2025 | |
Mako
|
Mako makes deploying AI models easier, AI-powered compiler enabling high performance on any GPU. | $8.5M / Seed / Aug 12, 2025 | |
TopK
|
TopK features native support for both vector search and keyword search in a single, unified system. With its powerful query expression language, TopK enables you to build reliable search applications (semantic search, RAG, multi-modal, you name it) without juggling multiple databases or services. Our unified retrieval engine will evolve tosupport document transformation, query understanding (parse metadata filters from user query), and adaptive ranking (provide more relevant results by sending “relevance feedback” back to TopK) under one roof. | $5.5M / Seed / Jul 01, 2025 | |
| See all 66 investments → | |||
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FAQ
What does Irregular Expressions invest in?
Irregular Expressions invests primarily in Software, Information Technology and Artificial Intelligence startups, most often at Seed and Series A stage. Most of the 66 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
When did Irregular Expressions last invest?
The most recent investment recorded for Irregular Expressions closed in Jul 2026. Shizune tracks 66 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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