Irregular Expressions
operating company · company profileSeed · 1 people tracked
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Investment thesis
Irregular Expressions, or IrregEx, is an early-stage fund backed by more than 90 software engineering and product leaders that invests in and advises startups in infrastructure, data, observability, AI, and machine learning. Its members have founded and scaled companies largely in the San Francisco and New York ecosystems, and the firm works closely with founders on product, engineering, team-building, and business questions.
Team · 1 people
from public directoriesWhat they invest in
from 4 of 4 portfolio companiesAI & Machine Learning ×3Developer Tools ×2Enterprise Software ×2Fintech ×2Cloud Computing ×1E-commerce ×1SaaS ×1
HQs:United States×4
Investments · 4 tracked
founders shown can be your intro pathFlyCode is an AI-powered payment recovery platform for subscription businesses that uses machine learning to automatically retry failed payments, leverage alternate payment methods, and optimize billing workflows to reduce involuntary churn and recover lost revenue.
AI & Machine LearningE-commerceFintechSaaSBoston, US
Tzachi Davidovich(Founder)inEtai Avrahami(Founder)inJake Vacovec(Founder)in
BoardJeff Titterton
Co-investorsPioneerY Combinator
Fynn offers private loans to finance trade school education for students entering fields such as electrical work, nursing, welding, and pharmacy.
FintechNew York City, US
Eric Menees(Founder)inEthan Anderson(Founder)inBhavin Gupta(Founder)in
Co-investorsKesha VenturesY Combinator10X CapitalBasementDraper AssociatesGlobal Founders Capital+8 more
InsForge is an agent-native cloud infrastructure platform that provides backend services (authentication, database, storage, compute, AI model gateway, and more) designed specifically for AI coding agents to operate end-to-end.
AI & Machine LearningCloud ComputingDeveloper ToolsEnterprise SoftwareSan Francisco, US
Hang Huang(Founder/CEO)inTony Chang(CTO & Co-Founder)inTony (Yaowen) Chang(Founder)inTony (Yao-Wen) Chang(Founder)in
Co-investorsDigital Currency GroupPioneerY CombinatorActive CapitalApertu CapitalEssence Venture Capital+6 more
Lemma provides production monitoring and observability for AI agents, surfacing failures, aggregating issues, and enabling quick resolution through integrated alerts and context-sharing tools.
AI & Machine LearningDeveloper ToolsEnterprise SoftwareSan Francisco, US
Jerry Zhang(Founder)inCole Gawin(Founder)in
Co-investorsVermilion Cliffs VenturesY CombinatorCervinComma CapitalEight CapitalGreycroft+7 more
Portfolio news
latest coverage across their companiesInsForge (InstaCloud) · ycombinator.com · May 18, 2026
Lemma · ycombinator.com · Nov 5, 2025
FlyCode · ycombinator.com · Aug 12, 2025
Frequently asked questions
- What stage does Irregular Expressions invest at?
- Irregular Expressions invests at the Seed stage.
- What sectors does Irregular Expressions focus on?
- Irregular Expressions focuses on Enterprise Software, Fintech.
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