We view the power of a deep, engaged community of like-minded builders as our key differentiator, and work relentlessly to keep strengthening that unique fabric.
Everyone at Irregular Expressions is, first and foremost, an entrepreneur and a doer. We’ve slowly curated a group of technology executives and leaders, whose day job is to hire, grow and manage some of the most prominent engineering and product teams in the industry.
We’re moved by a shared drive to back outstanding founders, bringing cumulative decades of hard-earned engineering and product lessons to bear, both in reaching investment decisions, swiftly and with high conviction, and in working alongside founders to scale their companies, business, teams, and processes.
Vlad Rachev is a Principal at Irregular Expressions, joining from MongoDB where he was an engineer working on developer tooling. Vlad's broad curiosity and passion for developer infrastructure lead him to IrregEx, where he leverages his experience as both builder and user to find and partner with the best developer picks-and-shovels companies.
Irregular Expressions was founded by Jean Sini, former CTO at Cadre, Fountain, One Kings Lane, Mint, and General Partner at venture firm Partech. Jean launched IrregEx based on repeated and consistent interest from founders in enrolling the help of seasoned nerds early in their company’s journey.
VP of Engineering @Flatiron Health, Sr. Software Engineer @Bazaarvoice,Sr. 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
Co-Founder @Zest, Co-Founder @Sunlight Health, Director of Product Management @Flatiron Health
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
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
Head of Product @Datalogue (acquired by Nike), GM and 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
Co-Founder @Stealth, 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)
Co-Founder @Stealth, SVP Product Management and 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
VP Data & Analytics @Brooklyn Data, Head of Data Science @Lokavant, Head of Data @TrialSpark & @Paperless Post, Data Science @Squarespace
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
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
Head of Engineering Frame.io @Adobe, VP of Engineering @Dropbox, SVP of Engineering @Blink Health, CTO @Etsy
Founder @Stealth, AI Researcher @MosaicML, Principal Engineer @SambaNova Systems, Software Engineer @Groq
SVP Engineering @Datadog, SVP of R&D @Astronomer, Co-Founder & CEO @Datakin, CTO @WeWork
Co-Founder & CEO @Fathom, Co-Founder & CEO @Uplevel Security, Senior Director Product Development @Akamai Technologies
Executive Coach and Advisor, Trustee and Advisor Council Chair @UC Berkeley SkyDeck, Founder @Tibco
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
Engineering Manager @Clubhouse, @Novi Financial, Head of Identity Engineering @Coinbase, Senior Engineering Manager @Twitter, Founder of 2 companies that were sold to Twitter & Coinbase
VP Engineering @Intuit, Founder @Amazon San Diego Tech Hub, Head of Specialist Solutions Architects @AWS, Engineering Director @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
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
Founder @Brooklyn Data Co., Co-Founder @LocallyOptimistic, VP Data & Analytics @Casper, Consultant @L.E.K
Co-Founder, Fractional CTO/CPO @WorldClass Health, CTO/Advisor @Kutan Technology Partners, CTO @Amwell, CTO @Haven, CTO @Zocdoc
Founder @NYCai, 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
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
