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    Glasswing Ventures

    Boston, Massachusetts, United StatesFounded 2016

    Glasswing Ventures is an early-stage venture capital firm based in Boston that invests in AI-native and frontier technology startups transforming enterprise B2B and cybersecurity markets. The firm acts as a first-capital-in investor at the pre-seed and seed stages.

    Deal activity increased 300% year-over-year (8 deals in the last 12 months). Their most common stage is seed (50% of deals). Average disclosed round size is $9.3M (across 62 rounds with reported amounts).

    Find people at Glasswing Ventures on Goldilocks AI

    Portfolio

    45

    Fund Size

    $203M

    Top Stage

    Seed

    Last 12 Mo

    8

    Team

    Rick Grinnell

    Rick Grinnell

    Founder and Managing Partner

    Rudina Seseri

    Rudina Seseri

    Founder and Managing Partner

    Kleida Martiro

    Kleida Martiro

    Managing Director

    Ellen Rubin

    Ellen Rubin

    Operating Partner

    Vlad Sejnoha

    Vlad Sejnoha

    Partner

    Ben Cary

    Ben Cary

    Controller and Operations Director

    Mark Mullaney

    Mark Mullaney

    Creative Director

    Ali Mahmoud

    Ali Mahmoud

    Principal

    James Massaquoi

    James Massaquoi

    Senior Investment Associate

    Brittany Hernandez

    Brittany Hernandez

    Operations Manager

    Jessica Mullins Camburn

    Jessica Mullins Camburn

    Chief Financial Officer

    Portfolio Breakdown

    Stage Distribution

    Sector Distribution

    Investment Activity

    DealsAvg Round Size

    Portfolio

    66 investments
    CompanyRoundAmountDate
    Enlaye logoEnlayeSeed$5MJun 2026
    Krane logoKraneSeed$9MMar 2026
    Allure Security logoAllure SecuritySeries B$17MMar 2026
    GGenFluxSeed$4.2MMar 2026
    Cydelphi logoCydelphiSeed$3MFeb 2026
    Sigma Automate logoSigma AutomateUnknown$2.8MJan 2026
    Realm.Security logoRealm.SecuritySeed$2MDec 2025
    Realm.Security logoRealm.SecuritySeries A$15MOct 2025
    Iris logoIrisSeed$6.2MSep 2025
    Infinity Loop logoInfinity LoopSeed$5MAug 2025
    Basetwo logoBasetwoSeries A$11.5MJan 2025
    Realm.Security logoRealm.SecuritySeries A$15MJan 2025
    Dannce logoDanncePre-Seed$2.6MNov 2024
    Allure Security logoAllure SecuritySeries A$10MApr 2024
    Kusari logoKusariSeed$8MJan 2024
    Ship Angel logoShip AngelUnknown$5MJan 2024
    Retrocausal logoRetrocausalSeed$5.3MNov 2023
    Telmai logoTelmaiSeed$5.5MJun 2023
    Labviva logoLabvivaSeries B$20MMar 2023
    Trustle logoTrustleSeed$6MJan 2023
    AskFora logoAskForaPre-Seed$1.5MJan 2023
    RRetrocausal.aiUnknown$5.3MJan 2023
    FeatureByte logoFeatureByteSeed$5.7MJul 2022
    Atlantic Quantum logoAtlantic QuantumSeed—Jul 2022
    Atlantic Quantum logoAtlantic QuantumSeed$9MJul 2022
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    Last updated: 7 October 2026