Our advisors and limited partners form a deeply curated and engaged collective of technology executives and leaders. Everyone at Irregular Expressions is, first and foremost, an entrepreneur and a doer, whose day job is to grow and manage some of the most prominent engineering and product teams in the industry.
We lean on decades of software development experience, both to make high-conviction investment decisions swiftly, and to advise founders, to advise on technology, engineering best practices, product and go-to-market.
General Partner. Irregular Expressions was founded by Jean Sini, former CTO at Mint (sold to Intuit), Cadre (sold to YieldStreet), Fountain (sold to Porch), One Kings Lane, and angel investor in Canva, Treasure Data, FieldWire, People.ai, MindKick, Bison Trails among others. Jean launched IrregEx driven by repeated interest from founders in enrolling —early in their company's journey— the help of seasoned nerds.
VP of Engineering @Thirty Madison, VP of Engineering @Flatiron Health, Sr. Software Engineer @Bazaarvoice, Software Engineer @Goldman Sachs
Global Head of Engineering @ Moon Creative Lab, Founder @ Axle Medical, Tech Lead & Manager @ Verily Life Sciences
Product Engineering @OpenAI, CTO @Affinity, Software Engineering @Facebook & @Google
CTO @The Commons Project, CTO @ Oscar Insurance, VP Engineering @Google
Co-Founder @Zest, Co-Founder @Sunlight Health, Director of Product Management @Flatiron Health
Co-Founder & CTO @AZmed
Co-Founder & CEO @Norbert Health, Founder & CEO @LTU Technologies, Founder & CEO @Placemeter
Managing Director @GrowthCurve Capital, CTO @Petal, SVP of Engineering @Two Sigma, EIR @NYU
Engineering Director @Google, VP Engineering @Blue Apron, SVP Engineering @Foursquare
Co-Founder, President, and CTO @Inductive Bio, Senior Engineering Director @Flatiron Health, Senior Software Engineer @Google
Director of Data @Remote, Director of Data & Analytics @Brooklyn Data Co., Head of Data & Analytics @Nested
Co-Founder & CEO (former CTO) @DataDome, COO @Linkfluence, Co-Founder & CTO @TrendyBuzz
CTO @SeatGeek, CTO @Tumblr, VP Engineering @The New York Times
Head of Engineering & Architecture @JPMorgan Chase, Head of Platform Engineering @Two Sigma, CTO @Rent The Runway
Founder & CEO @Hashboard, VP of Data Insights Engineering @Flatiron Health, Systems Engineer @Amazon Robotics
CEO @SaaSy Sales Leadership, Co-Founder & CEO @Revenue Chemists, Head Coach @ScaleWise
Co-Founder & CPO @fiveonefour, Head of Product @Datalogue (acquired by Nike), GM & VP Product @Sysdig, Associate @Bain Capital Ventures
Quantitative Portfolio Manager @Point 72 Cubist Systematic Strategies, Quantitative Investigator Intern @AMF France, Co-Head of Directional Strategies @Capital Fund Management
Chief Science Officer @X, Founder and CEO @Cerebellum Capital
Co-Founder @Syntracts, Head of Engineering @Redesign Health, CTO @Optoro, Co-Founder & CTO @Uber
CTO @Paradigm, CTO @Orchard, VP Engineering @Flatiron Health, Engineering Manager @AppNexus
Advisor @Wombat Invest, VP of Product @Stash, VP of Product @GPShopper (Synchrony), Head of Product @comiXology (Amazon)
Chief Product and Strategy Officer @Canopy, SVP Product Management & Operations @Flatiron Health, Consultant @Bain & Company
CTO @Thirty Madison, General Partner @Operator Partners, CTO @Flatiron Health, Startup Mentor @First Round Capital, Software Engineer @Facebook, @Microsoft, R&D manager @IDF
Founder/Principal @Gordian Labs, Founding CTO @Yieldstreet, Founding CTO @LearnVest
SVP, Data Strat & Insights @Brooklyn Data, Head of Data Science @Lokavant, Head of Data @TrialSpark & @Paperless Post, Data Science @Squarespace
CEO & Co-Founder @Band, Founder & Former CTO @Blue Apron
CTO @Blue Apron, VP Engineering @XO Group, Executive Director of Engineering @Amplify
CTO & Co-Founder @Stealth, Senior Manager of Engineering @Etsy, VP of Engineering @Altana, VP Content Engineering @Disney Media
Co-Founder & CTO @Panjiva (acquired S&P Global)
VP of Engineering @Zillow Group
Data Science @Meta, Head of Data @Rec Room, Data Science Manager @Facebook, Head of Data Engineering & Analytics @Venmo, Data Engineering @SquareSpace
Head of Developer APIs @FIS, Senior Product Manager @DriveWealth, Developer Relations Lead @Gusto, Engineer @Pinterest, @Micrsoft
Senior Director of Engineering @1Password, VP of Engineering @ChartHop, VP of Engineering @Capsule, Director of Engineering @Blue Apron
Co-Founder & CTO @Microblink, Software Engineering @Racuni.hr
Head of API Engineering @ Anthropic, Engineering Leader @Stripe, Senior Director of Engineering @Betterment
Head of Engineering Frame.io @Adobe, VP of Engineering @Dropbox, SVP of Engineering @Blink Health, CTO @Etsy
Co-Founder & CEO @Shortcut, Co-Founder @CTO School
Founder @Generative Alpha, AI Researcher @MosaicML, Principal Engineer @SambaNova Systems, Software Engineer @Groq
SVP of Engineering @Datadog, SVP of R&D @Astronomer, Co-Founder & CEO @Datakin, CTO @WeWork
EVP of Engineering @Clari, General Partner @IA Seed Ventures
Co-Founder & CEO @Fathom, Co-Founder & CEO @Uplevel Security, Senior Director Product Development @Akamai Technologies
Startup Leader @Microsoft, earlier @AWS, @Oscar Health
CTO @Caire, Director of Engineering @Ro, Co-Founder & CTO @Lever Health
Executive Coach and Advisor, Trustee and Advisor Council Chair @UC Berkeley SkyDeck, Founder @Tibco
VP Engineering @Spotify
CTO @SoundCloud, SVP of Platform Technology, Products & Operations @Turner
Software Architect @Huntress, CTO @Publicist, Strategic Technology Advisor @ThriveFantasy, VP of Engineering @Knotch
VP of AI @Replit, Head of Applied Research @Google Labs, Head of Applied Research @X, the moonshot factory
Co-Founder & CEO @Otti, CTO @Greenhouse, Software Developer @Thomson Reuters, Independent Consultant @LendingTree
President @Betterment
Co-Founder @Istari Co., Engineering Manager @Clubhouse, Engineering Manager @Novi Financial, Head of Identity Engineering @Coinbase, Senior Engineering Manager @Twitter, Founder of 2 companies that were sold to Twitter & Coinbase
CTO @Pipe, VP of Product Management @Intuit, Founder @Amazon San Diego Tech Hub, Head of Specialist Solutions Architects @AWS, Director of Engineering @Playstation
EVP of Engineering & Infrastructure @Fastly, CTO @TheNewYorkTimes, Mentor @Techstars
Chief Product & Technology Officer @Alto, SVP of Engineering @Skillsoft, CTO @Codeacademy, Head of People Engineering @Uber, Director of Engineering @Anaplan
Vice President of Engineering, Core Product @Reddit, Director of Engineering @Facebook, VP of Engineering @Zocdoc, Global Head of Technology @Thomson Reuters
CTO @Engineer Access, Founder & CTO @CTO Connection, Senior Director @The Flatiron School, SVP of Engineering @General Assembly
CTO @Etsy
Founding Partner @Slate Venture Capital, Co-Founder & CTO @Eventbrite, Venture Partner @Point Nine, Venture Partner @Index Ventures
SVP of Advertising Technology & Technical Advisor @Warner Bros. Discovery, CTO @CNN, CTO @Mashable
E-commerce Entrepreneur, Product @Uber
VP of Architecture @Betterment
Founder @Brooklyn Data Co., Co-Founder @LocallyOptimistic, VP Data & Analytics @Casper, Consultant @L.E.K
CTO @Zelis, Co-Founder, Fractional CTO/CPO @WorldClass Health, CTO/Advisor @Kutan Technology Partners, CTO @Amwell, CTO @Haven, CTO @Zocdoc
Global Product Lead @Google, CX Strategy Manager @The New York Times
Co-Founder & CEO @Luro Health, Co-Founder & Co-CEO @Culina Health, Director @NYU Center for Responsible AI, Managing Director @NYU Tandon Future Labs
SVP of Engineering @BriteCore, SVP of Engineering @Demandbase, VP IoT & Big Data Applications @Oracle
Director of Engineering @Box, Co-Founder @Stealth
Senior VP, Head of Engineering @Better Life Partners, Senior Engineering Manager @Google, VP of Engineering @Cityblock Health, SVP of Engineering @Turbonomic
CRO @Axiom Space, Executive Engagement & Thought Leadership @Google, COO @Explain Everything
CTO @Praxis Labs, SVP of Engineering @Xandr (previously AppNexus)
Software Engineer @NextDoor, Principal @Irregular Expressions, Software Engineer - Developer Productivity @MongoDB
VP of Engineering @Column Tax, VP of Engineering @Shortcut, Director of Engineering @Compass, Tech lead @JW Player
