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Irregular Expressions

North America, New York, United States, New York

Description

Irregular Expressions is a New York-based venture capital firm that specializes in backing pre-seed and seed-stage startups. Composed of seasoned engineering leaders from prominent tech companies such as Google, Meta, Stripe, OpenAI, and Amazon, the firm leverages its deep technical expertise to support early-stage founders. Their core mission revolves around providing not just capital, but also strategic guidance and a robust network to help nascent companies grow and scale.

The firm's investment thesis is largely sector-agnostic, though they express a strong preference for companies developing defensible technology. This focus on technological innovation aligns with the background of their team, who bring firsthand experience in building and scaling complex products. Irregular Expressions typically deploys first checks ranging from $100,000 to $500,000, indicating a commitment to providing substantial initial capital for very early-stage development. This targeted approach allows them to be a significant early partner for founders.

Beyond financial investment, Irregular Expressions differentiates itself through its hands-on support. They offer comprehensive value-add services, including technical expertise, product strategy, talent acquisition and recruiting, go-to-market planning, and assistance with follow-on fundraising. Their current portfolio, which features approximately 10 unique companies, showcases their commitment to a diverse range of technology-driven ventures. By actively engaging with their portfolio companies on multiple fronts, Irregular Expressions aims to be a true partner in navigating the challenges of early-stage startup growth, fostering innovation and long-term success.

Investor Profile

Irregular Expressions has backed more than 49 startups, with 6 new investments in the last 12 months alone. The firm has led 0 rounds, about 0% of its total and boasts 6 exits across its portfolio.

Investment Focus Highlights

  • Concentrates on Seed, Pre Seed, Series A rounds (top funding stages).
  • Majority of deals are located in United States, France, United Kingdom.
  • Strong thematic focus on Software, Information Technology, Artificial Intelligence (AI).
  • Typical check size: $100K – $500K.

Stage Focus

  • Seed (45%)
  • Pre Seed (16%)
  • Series A (16%)
  • Series B (10%)
  • Series Unknown (8%)
  • Series C (4%)

Country Focus

  • United States (84%)
  • France (4%)
  • United Kingdom (4%)
  • Israel (2%)
  • Sweden (2%)

Industry Focus

  • Software
  • Information Technology
  • Artificial Intelligence (Ai)
  • Fintech
  • Internet
  • Machine Learning
  • Financial Services
  • Enterprise Software
  • Saas
  • Payments
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FAQ

Frequently Asked Questions

Learn who this investor regularly partners with—both firms and angels—and explore their latest activity.

Who does Irregular Expressions frequently co-invest with?

Gaingels
North America, Vermont, United States, Burlington
Co-Investments: 2
Sequoia Capital
North America, California, United States, Menlo Park
Co-Investments: 3
Accomplice
North America, Massachusetts, United States, Cambridge
Co-Investments: 2
Kleiner Perkins
North America, California, United States, Menlo Park
Co-Investments: 2
Y Combinator
North America, California, United States, Mountain View
Co-Investments: 4
Partech
Europe, Ile-de-France, France, Paris
Co-Investments: 2
Anorak Ventures
North America, California, United States, San Francisco
Co-Investments: 2
Andreessen Horowitz
North America, California, United States, Menlo Park
Co-Investments: 2
Kima Ventures
Europe, Ile-de-France, France, Paris
Co-Investments: 3
Lerer Hippeau
North America, New York, United States, New York
Co-Investments: 2

Which angels does Irregular Expressions often collaborate with?

OK
North America, California, United States, Menlo Park
Shared Deals: 1
AL
North America, New York, United States, New York
Shared Deals: 1
KL
North America, California, United States, San Francisco
Shared Deals: 1
Dave Gilboa
North America, New York, United States, New York
Shared Deals: 1
IA
North America, California, United States, Los Angeles
Shared Deals: 1
KH
North America, California, United States, Cupertino
Shared Deals: 1
CE
Europe, Lombardia, Italy, Milan
Shared Deals: 1
GN
North America, California, United States
Shared Deals: 1
JV
North America, New Jersey, United States, Deal
Shared Deals: 1
MG
North America, California, United States
Shared Deals: 1

What are some of recent deals done by Irregular Expressions?

TopK is a serverless, cloud-native, document database built for powering search applications.

Information TechnologySoftware
SeedJul 1, 2025
Amount Raised: $5,500,000
MecAgent

San Francisco, California, United States

MecAgent offers engineering assistance to mechanical and CAD designing services.

CADCivil EngineeringMechanical Engineering
SeedMay 16, 2025
Amount Raised: $3,000,000

Open-source backup and restore platform

Cloud Data ServicesCyber Security
Pre SeedMay 1, 2025
Amount Raised: $3,000,000

Prowler is the most comprehensive Open Source platform for cloud security.

Cloud SecurityComputerNetwork Security
SeedApr 2, 2025
Amount Raised: $6,500,000
Salt AI

Santa Monica, California, United States

Salt AI offers a visual platform for building AI applications without coding, supporting scalable and efficient AI workflow management.

Artificial Intelligence (AI)Developer PlatformDeveloper ToolsInformation Technology
SeedDec 17, 2024
Amount Raised: $3,000,000
Pydantic Services

London, England, United Kingdom

Pydantic operates an observability platform, Pydantic Logfire, as well as an open source data-validation framework.

Open SourceSoftware
Series AOct 1, 2024
Amount Raised: $12,500,000
Airfold

San Francisco, California, United States

Airfold is the fastest growing data platform powered by the world's most successful data warehouse.

AnalyticsBusiness IntelligenceData VisualizationDatabaseEnterprise SoftwarePredictive AnalyticsSoftwareText Analytics
SeedAug 1, 2024
Amount Raised: $4,000,000
Recall.ai

San Francisco, California, United States

Recall.ai is a software Development company.

Artificial Intelligence (AI)Developer APIsInformation and Communications Technology (ICT)Meeting SoftwareVideo Conferencing
Series AMay 15, 2024
Amount Raised: $10,000,000
Mermaid Chart

San Francisco, California, United States

Building the next generation of smart diagramming for enterprise teams. Easily create and collaborate on complex diagrams from text.

Data VisualizationInformation TechnologySaaSSoftware
SeedMar 20, 2024
Amount Raised: $7,575,000
Objective

San Francisco, California, United States

A modern search platform that learns from human feedback.

Artificial Intelligence (AI)Machine LearningProduct SearchSearch EngineSemantic SearchVertical SearchVisual Search
SeedOct 18, 2023
Amount Raised: $13,000,000