How many investments has 25Madison made?

25Madison has 57 tracked investments, 1 of which have exited, including 8 dated in the last 24 months.

What stage does 25Madison invest at?

25Madison invests at the Pre-Seed, Seed stages.

Where is 25Madison located?

25Madison is headquartered in New York, US.

Who does 25Madison co-invest with?

25Madison most often shares deals with City Light, F-Prime Capital, Felicis Ventures, among 114 tracked co-investors.

25Madison

Venture studioOperating company

New York · Pre-Seed–Seed · 43 people tracked

Also known as 25MADISON PROPEL FUND MANAGEMENT COMPANY, LLC · 25MADISON VENTURES MANAGEMENT COMPANY, LLC

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Investment thesis

25Madison focuses on harnessing artificial intelligence to modernize legacy businesses across two main strategies. On the early-stage venture side, it incubates and invests in AI-native software and tech-enabled companies through its Studio (incubation) and Ventures (investment) arms. On the buyout side, its Propel strategy acquires and transforms lower-middle market businesses by applying AI. The platform combines company building, direct investment, and transformation buyouts under a unified applied-AI approach.

Invests inAI & Machine Learning Enterprise Software Fintech Healthtech Retail Tech SaaS New York United States

Source: firm website, verified Sep 29, 2026.

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Stage

Pre-Seed–Seed

New York, New York, US

Instruments

Equity

Founded

2018

Last 12 months

7 investments

Private fund assets

$49.4M

VC funds

Tracked investments

Unicorns

IPOs

Team · 43 people

from the firm's website & public directories

Gary Ginsberg· Co-Founder, Member, Board of Directors

Co-founder and board member of 25madison with leadership roles in communications and executive positions across SoftBank, Time Warner, News Corp, and founding editor experience at George Magazine.

John Daly· Co-Founder, Chairman of Global Equity Capital Markets (Goldman Sachs), Co-Head of Industrial and Natural Resources Financing Group (Goldman Sachs)

Co-founder of 25madison with extensive experience in global equity capital markets and industrial financing at Goldman Sachs, and prior background as a manufacturing engineer at General Electric.

Jordan Levy· Managing Partner (SoftBank Capital NY), Founder and Managing Partner (Seed Capital Partners)

Managing partner at SoftBank Capital NY and founder of Seed Capital Partners with substantial experience in early-stage venture capital.

Kirk Posmantur· Chief Partnership Officer, Board Member, Founder· Flatiron, NYC and Del Mar, CA (bicoastal)in

Kirk Posmantur works at 25Madison, where he supports entrepreneurs in building and scaling their business concepts by working directly with founders and brands and connecting them to the firm's global network. His career has centered on connecting people, brands, and platforms to form partnerships.

Max Neuberger· Founder and Publisher (Level Three Labs), Founder (Debut Inbox)

Founder and publisher of Level Three Labs which produces news and analysis publications, and founder of Debut Inbox, a newsletter discovery platform developed in partnership with CNN.

Steven Price· Managing Partner, CEO· New York City Metropolitan Areain

Steven Price is an entrepreneur who has founded companies in media, telecommunications, and business services, some of which became publicly traded or were acquired. At 25madison he works with the firm's team, board, and portfolio founders to set overall strategy and help build businesses. He is currently focused on opportunities in fintech, healthcare and health services, sustainability, B2B application software, consumer and commerce enablement, and supply chain tech.

steven@25madison.com

Jaja Liao· Partner, Ventures· New York, New York, United Statesin 𝕏

Jaja Liao joined 25Madison in February 2022 as an early-stage investor for the 25Madison Ventures Fund. She studied Molecular Biology at Yale and previously worked as an early-stage investor at Headline (formerly e.ventures) in San Francisco, focusing on healthcare, consumer, and SaaS. Her career also includes roles at Google, Clover Health, Rainfall Ventures, and TikTok, where she was the 10th US employee.

Jamie Brown· Partner· New Yorkin

Jamie Brown works at 25Madison, where they source, evaluate, and execute investments for Propel and partner with portfolio companies on strategy and operations. Having grown up between Hong Kong and the London suburbs, they have lived and worked across the U.S. and Europe as well as Mexico, and are now based in New York.

Merrill Anovick· General Partner· New York, New York, United Statesin

Merrill Anovick began his career at Google and earned an MBA from Harvard Business School before joining 25Madison in 2021. He is a General Partner co-leading 25Madison Propel, the firm's Transformation Buyout fund, and works on the firm's company incubation efforts across verticals. He has co-founded several 25Madison incubated companies.

Grant Silow· General Partner· New York City Metropolitan Areain

Grant Silow joined 25Madison's founding team in 2018, having previously worked at Camden Partners, Summit Partners, and Radius, an AI software startup. He is a General Partner co-leading 25Madison Propel, the firm's transformation buyout fund, which applies AI transformation resources to lower-middle market services businesses it acquires.

grant@25madison.com

Roy Timor· Principal AI Engineering Manager· New York City Metropolitan Areain

Roy Timor is a technical leader focused on AI productization, with earlier work on the Waze app and at Google DeepMind. He builds and deploys end-to-end AI agents in production, turning complex workflows into automated systems across consumer-scale and compliance-heavy domains.

Bobby Tuohy· Director of Product (Flashpoint), Venture Partner (First In Ventures), Head of Product (Echosec)

Venture partner and product leader with experience in security and technology firms Flashpoint and Echosec, prior supply chain role at Apple, and technical background from US Navy service and elite business and engineering education.

Aaron Sobel· Board Member, Partner (Apollo Private Equity), Board Member (Cox Media Group), Board Member (Rackspace)

Board member of 25madison with private equity and investment banking experience at Apollo and Goldman Sachs, and board positions at Cox Media Group and Rackspace.

Alison McGuire· Controller· New York, New York, United Statesin

Alison McGuire serves as Controller at 25Madison. She previously worked as Finance Manager at Virgin, Director of Financial Planning and Analysis at Imagem, International Accounting Manager at Nook Media, and Senior Associate at KPMG.

Anna Vardanyan· Executive Assistant & Office Manager

Ava Forte· Chief of Staff· New York, New York, United Statesin

Ava Forte joined 25Madison in January 2025, after starting her career at McKinsey. She works on priority initiatives and supports teams across the firm's platform, helping align strategy with execution to back early-stage companies. She previously founded a smoothie cafe at the University of Michigan's business school.

Avery Hill· Associate· New Yorkin

Avery Hill works at 25m Health, supporting incubation and early-stage investments at the intersection of healthcare and technology, collaborating with health systems and entrepreneurs on solutions aimed at improving patient outcomes. Originally from London, they moved to the US for university, spent time in the Bay Area, and relocated to New York in early 2024.

Ben Goldstein· Associate· Downtown Manhattan, New Yorkin

Ben Goldstein began his career at Centerview Partners before joining 25Madison, where he works across investing and business building. His role involves working with founders, researching markets, and helping develop concepts into products.

Calista Reyes· Associate· New York, New York, United Statesin

Calista Reyes is part of 25m Evolve at 25Madison, where she works on early-stage incubations and evaluates potential investment opportunities. She previously worked on the go-to-market team at an early-stage startup and focuses on helping founders define their initial ICP, build go-to-market strategies, and win their first customers.

Charlotte Meyers· Associate· New York

Charlotte Meyers joined 25Madison in fall 2024, where she focuses on early-stage companies applying AI in underserved or underexplored markets. A New York native, she has previously lived in Nashville and Sydney before returning to the city.

Chi Pham· Product Designer· NYCin

Chi Pham works with founders to develop narratives and user experiences, translating early-stage ideas into concrete strategy and design. She has a background in business and IT, and focuses on the intersection of strategy, technology, and design. Originally from Vietnam, she is now based in New York City.

Cindy Xiong· Associate· New York, New York, United Statesin

Cindy Xiong is a member of 25Madison who began her career at Goldman Sachs and later led operations at a health tech startup focused on pediatric autism. At 25Madison she works on building new incubations and evaluating early-stage investments, with a focus on ventures addressing inefficiencies in healthcare.

Connor Smith· Staff Engineer· Tennesseein

Connor Smith works at 25madison, where he focuses on Propel, applying AI—including voice interfaces, signal processing, and automation—to lower-middle market companies in legacy industries. He is an engineer whose background spans construction, mechanical systems, and property operations, and he has developed voice-enabled and AI technologies across automotive, consumer tech, and critical infrastructure. He holds over 20 patents in AI, audio processing, voice interfaces, and cloud systems.

David Cabal· Staff Engineer, 25m Health· Tennessee

David Cabal is a Staff Engineer at 25m Health, where he works to help the firm's incubations reach market faster by building foundational engineering components and supporting teams in delivery. He originally comes from Texas and lives in Tennessee.

Dhruv Vasishtha· Operating Partner· Bostonin

Dhruv Vasishtha works with founders building early-stage companies from inception, with a focus on ventures serving high-needs patients and their care providers. He helps startups address capital, customer, and talent challenges, and has spent his career at venture-backed healthcare startups spanning SaaS, AI agents, and value-based tech-enabled services. Born in New Delhi and raised largely in New York City, he now lives in Boston.

Emma Biancheri· Associate· New York, New York, United Statesin

Fannie Chen· Chief Operating Officer· United Statesin

Fannie Chen is Chief Operating Officer at 25Madison. She previously served as VP and Deputy General Counsel at Casper, Director of Corporate & Commercial Counsel at Blue Apron, and an associate at Davis Polk & Wardwell. She holds a JD from Columbia Law School and a BA from Stanford University (Phi Beta Kappa), and was a Fulbright Scholar.

Gabby Fonseca· Platform Manager

Gabby Fonseca is an operations and HR professional at 25madison, where she focuses on building community and streamlining processes for the firm's team and founders. A New Jersey native, she has previously lived in Washington, DC and Madrid, Spain.

Hye Lynn Suh· Designer (visual and interaction designer)· New Yorkin

Hye Lynn Suh is a visual and interaction designer who works on turning early-stage, complex ideas into intuitive, testable products. Her background spans visual design, creative coding, and product design. Originally from Los Angeles, she has been based in New York since her undergraduate years.

James Pastoressa· Accounting Manager· New York, New York, United Statesin

James Pastoressa has a background in family office environments and public accounting, supporting finance and accounting operations across multiple businesses. At 25madison, he supports the firm's platform companies and manages financial operations across the portfolio.

Kat Howley· Operator-in-Residence· New Yorkin

Kat Howley works at 25Madison, where she focuses on incubating new companies in the healthcare sector, working with founders on solutions related to quality, access, and cost of care. Originally from the Washington, DC area, she is now based in New York.

Lance West· Board Member, Chairman & CEO (Centerbridge Partners Europe), Partner (Goldman Sachs)

Board member of 25madison and chairman of Centerbridge Partners Europe with principal finance experience at Goldman Sachs and founder of GRP Financial.

Lydia Cheuk· General Counsel, 25m Studio· NYC areain

Lydia Cheuk has worked at the intersection of law, business, and innovation, advising companies across technology, consumer brands, and media. Her experience includes building legal and business functions from the ground up and supporting early-stage companies as they scale.

Michael Lynton· Chairman of the Board (Warner Music Group), Chairman (Snap Inc.), Chairman & CEO (Sony Entertainment)

Experienced media and entertainment executive who has served as chairman and CEO of major companies including Sony Entertainment, chairman of Snap Inc., and chairman of Warner Music Group.

Natalia Verenitch· Bookkeeper· Southampton, New York, United Statesin

Natalia Verenitch is a bookkeeper at 25Madison LLC, working in the accounting industry. Her skills include accounting software, journal entries, QuickBooks, Microsoft Dynamics GP, and payroll. She holds an Associate's degree in Accounting from SCCC.

Richard Buscemi· Senior Accountant· New York, New York, United Statesin

Ryan Frost· Software Engineer

Ryan Macy· Chief Technology Officer· Nashville Metropolitan Areain

Ryan Macy works with 25m Health, supporting the firm's incubations and investments on technology. He writes software and focuses on engineering architecture, recruiting engineering talent, and developing developer cultures, drawing on prior experience in health tech, building engineering teams, and launching products.

Sanford Spivey· Head of Studio· New York, New York, United Statesin

Sanford Spivey focuses on building companies from scratch, using go-to-market experimentation and narrow-wedge product development, with an interest in overlooked or niche markets where AI-powered software can transform specific workflows. He has worked across hardware, software, and large technology markets throughout his career and has lived in the United States, Mexico, and Australia.

Tan K. Torun· Associate· United Statesin

Tan K. Torun is Canadian and Turkish and has lived in Istanbul, Montreal, and the U.S. During college he built and later exited a company in out-of-home (OOH) assets and digital signage, and afterward led venture operations at Elevate Members in Los Angeles, where he sourced and supported startups, structured SPVs, and helped build a platform for alternative investors. At 25Madison he focuses on incubating, validating, and scaling B2B startups in compliance-heavy or operationally intense areas such as supply chain, real estate, and industrials.

Tom Kenny· Vice President· Tribeca, New Yorkin

Tom Kenny joined 25Madison in February 2022 after starting his career at Jefferies. At the firm, he evaluates investment opportunities and helps build new businesses in the early-stage ecosystem.

Walt Winslow· Directorin

Walt Winslow joined 25m Health in 2023, where he focuses on incubating early-stage healthcare businesses and works closely with founders to develop solutions aimed at patient impact. He was raised in rural North Carolina and has worked in Atlanta, New York, Palo Alto, and Chicago.

Matt Fremont-Smith· President· New York, New York, United Statesin

Matt Fremont-Smith works at 25Madison, where he focuses on developing the firm's team and capabilities and building it into an operating platform for creating businesses. He works with founders and helps the firm's incubated startups get organized and scale. He grew up outside Boston and spent his career in NYC and Asia.

matt@25madison.com

Founder mafia

5 people who came through 25Madison went on to found or lead other companies.

Merrill AnovickGeneral PartnerFounded Lynd Clinical +3 David McCormickEntrepreneur in ResidenceFounded Ayoh Foods Michelle AudasEntrepreneur in ResidenceFounded Swept Chinmay AgarwalPart Time ConsultantFounded Negotiations Jason JuddHead of EngineeringFounded Subqdocs

What they invest in

from 42 of 57 portfolio companies

Healthtech ×25AI & Machine Learning ×21Digital Health ×18SaaS ×17Enterprise Software ×5HR Tech ×5Data & Infrastructure ×4Advanced Manufacturing ×3

HQs:United States×26Canada×1

Who they back

founder profiles across 20 portfolio companies

65%

solo founders

13 of 20 mapped founding teams

24%

repeat founders

of 21 founders with career history

Founding team size:solo founder×132 founders×33 founders×24+ founders×2

Where their founders studiedfrom 20 founders with education data

Imperial College London ×3University of Pennsylvania ×3Harvard Business School ×2Massachusetts Institute of Technology ×2

What their founders studiedfrom 19 founders with field-of-study data

Computer Science ×8Engineering ×6Business & Management ×3

Where their founders worked beforefrom 21 founders with career history

Boston Children's Hospital ×2Glispa Global Group ×2Google ×2National Guard of Cyprus ×2

1 founders hold a PhD · 4 hold an MBA (of 20 with degree data)

Investments · 57 tracked

founders shown can be your intro path

By year:2026 · 6 2025 · 2 2024 · 1 2022 · 4 2021 · 1 2016 · 115 dated

Hut 8hut8.io in 𝕏NASDAQ: HUT

Hut 8 provides secure Canadian cloud, colocation, backup, and disaster recovery services for businesses with data residency, compliance, and uptime requirements.

Cloud ComputingCrypto & Web3CybersecurityData & InfrastructureEnergy

Asher Genoot inSean Glennan(Chief Financial Officer)inMichael Ho(Chief Strategy Officer & Director)inVictor Semah(Chief Legal Officer & Corporate Secretary)

Co-investorsArchetype Bitfury Coatue Management Flucas Ventures Ossian Capital Visary Capital

Abstractionabstraction.dev inMay 2026 · $5M

Abstraction builds a code comprehension layer that compiles source code into a universal semantic model to generate auto-validated wikis, process graphs, system maps, and semantic PR reviews.

AI & Machine LearningDeveloper ToolsSaaS

Co-investorsInception Fund 2048 Ventures Alumni Ventures Antler Bankless Ventures Cosmostation +11 more

Aprilaprilhealth.com

April Health provides mental healthcare integration tools and services for primary care providers, particularly serving underserved and rural communities where psychiatric specialists are scarce.

Digital HealthHealthtechMental Health

Liberty Eberly, D.O. , eMBAin

Co-investorsThe MBA Fund

Basalt Healthbasalt.health

Basalt is a healthcare software tool that reads incoming patient referral packets—including faxed PDFs, photographs, and scanned handwriting—extracts clinical and payer signals, and checks each referral against a facility's admission criteria, flagging findings as red, yellow, or green with links to the source document.

AI & Machine LearningDigital HealthHealthtech

Co-investorsNew Enterprise Associates (NEA)Frist Cressey Ventures

Canopycanopyworks.com in

Canopy develops an IoT-based wearable safety platform for healthcare organizations to protect workers from safety risks and workplace violence.

Enterprise SoftwareHealthtechIoTPalo Alto, US

Shan Sinha(Co-founder & CEO)in Vinay Pulim(Co-founder & Chief Technology Officer)in Hemanth Meenakshisundaram(Co-founder & Chief Scientist)in

Co-investorsACME Capital Founder Collective NextView Ventures Spero Ventures

Century Healthcentury.healthMay 2026

Century Health is an AI company serving the healthcare and life sciences sector, with a stated focus on using data to support patient outcomes and its partners.

AI & Machine LearningDigital HealthHealthtech

Vish Srivastava(Founder)in

Co-investors2048 Ventures Alumni Ventures Ensemble Labs Everywhere Ventures LifeX Ventures Next Play Ventures +1 more

Clearhealthincclearhealthinc.com in

Clear Health provides patient billing and payment collection software for healthcare providers, helping them recover revenue from patient responsibility by delivering accurate cost estimates before service and enabling pre-visit payment options.

Data & InfrastructureDigital HealthHealthtechSaaS

Co-investorsFortySix Venture Capital

Clearpolclearpol.com in

Clearpol provides AI-powered software solutions for post-acute and long-term care providers, including clinical oversight with real-time alerts, automated plan-of-correction generation, and regulatory compliance management.

AI & Machine LearningHealthtechSaaS

Arash Hosseini Jafari M.S.(Founder)in

Co-investorsIA Seed Ventures Vertex Ventures Rembrandt Venture Partners

Creaturecreaturestudio.com in

Creature Studio is a design and branding firm that works across brand strategy, product design, and customer experience for its clients.

Sector Agnostic

Co-investorsActive Partners Boost Capital Partners Torch Capital

Croissantcroissant.com in

Croissant is a resale app and browser extension that lets consumers see the resale value of fashion and branded items they own, then sell them for cash or store credit by shipping them in.

Circular EconomyConsumerMarketplaces

John Howard(Founder)in

Co-investorsBoxGroup Sidekick Partners Third Prime

Eonhealtheonhealth.com in

Eon Health provides a platform for detecting and managing lung cancer early, helping healthcare systems identify and track pulmonary nodules to improve patient outcomes.

AI & Machine LearningDigital HealthHealthtechMedical Devices

Aki Al-Zubaidi(Founder)

Flourish Healthflourish.health

Flourish Health provides in-home mental health care for young people with serious psychiatric needs, combining clinical expertise with technology to deliver evidence-based treatment through multidisciplinary care teams.

Digital HealthHealthtechMental HealthNorth Carolina, US

Natalia Birgisson(CEO and Co-Founder)John Haskell(Co-Founder and President)Josh Gachnang(Co-Founder and Chief Technology Officer)

Co-investorsAcumen America AV8 Ventures B Capital Group City Light F-Prime Capital Gratitude Railroad+5 more

Gratia Healthgratiahealth.com in 𝕏

Gratia Health offers an employee engagement platform for healthcare organizations that uses gamification, smart rewards, and real-time recognition to reinforce behaviors like shift reliability, safety, and patient experience.

HealthtechHR TechSaaS

Co-investorsCity Light Headwater Ventures Jumpstart Capital

Handspring Healthhandspringhealth.com in

Handspring provides virtual mental health therapy for children, teens, and young adults, with insurance coverage and rapid access to care without waitlists.

Digital HealthHealthtechMental Health

Sahil Choudhryin

Co-investorsCobalt Ventures Cornucopian Capital Management NextView Ventures NVP Capital RPS Ventures VamosVentures +4 more

Keragonkeragon.com in

Keragon offers a no-code platform for healthcare organizations to build HIPAA-compliant workflow automations, aimed at clinical and operations teams.

AI & Machine LearningDigital HealthHealthtechSaaS

George Eracleous(Founder)inPanos Papageorgiou(Founder)in Conno Christou(Founder)inGeorge Makkoulis(Founder)

Co-investorsAfore Capital Focal Ventures Upfront Ventures Darling Ventures Focal

Kouperkouperhealth.com in

Kouper builds an AI platform that automates patient-facing healthcare workflows — including appointment scheduling, insurance verification, discharge planning, and care coordination — for healthcare organizations.

AI & Machine LearningDigital HealthHealthtech

Co-investorsCVS Health Ventures General Catalyst

Kyrakyra.com inApr 2026

Kyra runs influencer marketing programs for global brands, activating creators across TikTok, Instagram, and YouTube and analyzing large volumes of creator video to forecast and measure campaign outcomes.

AdTechAI & Machine LearningCreator EconomyMarketing Tech

Dev Karaca(Founder)inDevran Amaratunga Karaca(CEO & Co-Founder)Nicholas Dart(COO/CTO & Co-Founder)in Stewart Rawle(Chief Commercial Officer)inSteph Fadahunsi(Chief People Officer)Ed Galvin(Chief Financial Officer)in

Co-investorsGMG Ventures Torch Capital Bonnier Ventures LionTree Bonnier Capital Mercuri.vc +6 more

Kyra Healthkyra.health

Kyra is an ICHRA (Individual Coverage Health Reimbursement Arrangement) platform that handles contribution modeling, quoting, enrollment, compliance, and year-round benefits support for employers, brokers, and employees.

HealthtechHR TechInsurTech

Lucas Hearn(Founder)in

Co-investorsDorm Room Flyover Capital Wavemaker Three-Sixty Health

Ladder Healthladderhealth.co in

Ladder Health provides digital health services focused on pediatric care and developmental screening, helping families navigate healthcare options for their children.

Digital HealthHealthtechBoston, US

Elizabeth Kidderin

Co-investorsGROOVE CAPITAL Hatteras Venture Partners Jumpstart Capital Mairs & Power VC Nina Capital CREATE HEALTH VENTURES

Lifepoint Health inDec 2022

HealthtechBrentwood, US

Paul D. Gilbert(Executive Officer)inMichael S. Coggin(Executive Officer)Leif Murphy(Executive Officer)William F. Carpenter(Executive Officer, Director)in John P. Bumpus(Executive Officer)in David M. Dill(Executive Officer)in

Co-investorsApollo

Lynd Clinicallyndclinical.com in

Lynd Clinical operates a network of clinical research sites in underserved rural and community markets, using technology and local partnerships to expand patient access to clinical trials.

AI & Machine LearningBiotechDigital HealthHealthtech

Matt Ullum(CEO)in

M7 Healthm7health.com in

M7 Health builds an AI-powered nurse and staff scheduling platform that forecasts staffing demand, auto-balances schedules, fills open shifts, and provides real-time coverage visibility for hospitals and health systems.

AI & Machine LearningDigital HealthHealthtechSaaS

Ilana Borkenstein(Co-founder)inEric Gruskin(Co-founder)in

Co-investorsFirst Round Capital January Ventures Lakehouse Venture Partners Phoenix Fund Threshold Ventures Banter Capital

Marit Healthmarithealth.com in 𝕏

Marit is a free career platform for physicians and advanced practice providers (APPs) that offers crowdsourced, anonymous salary data and aggregated job listings from employers, associations, and job boards.

Digital HealthHealthtechHR Tech

Rob Anderson(Co-founder)in

Co-investorsF-Prime Capital Define Ventures Reach Capital

Midi Healthjoinmidi.com inOct 2022

MIDI develops digital health solutions for patients and clinicians to improve access to and delivery of care across diverse populations.

Digital HealthHealthtechLos Altos Hills, US

Joanna Stober(Executive Officer, Director)Sharon Meers(President & Co-founder)in Joanna Strober(Founder)inKathleen Jordan MD(Chief Medical Officer & Co-founder)inKathleen Jordan(Founder)

Board Allison Gates(Director)in

Co-investors1843 Capital Able Partners Advance Venture Partners Avestria Ventures City Light f7 Ventures +19 more

Miravoicemiravoice.com in 𝕏

Miravoice uses natural language processing to conduct automated voice interviews and surveys, capturing structured data, transcripts, and recordings.

AI & Machine LearningData & InfrastructureMarketing TechSaaSSan Francisco, US

Shreyas Tirumala(Founder)in Nishant Jain(Founder)in

Co-investorsStartX Unusual Ventures

Novacynovacy.io

AI-powered sales intelligence platform analyzing body language and verbal communication from virtual meetings using NLP and non-verbal language processing.

Co-investorsSixth Millennium Venture Partners Management, Llc

Offloadletsoffload.com in

Offload is an AI-powered platform for oversized and overweight freight operations that digitizes permits, maps route restrictions into compliant navigation, and connects dispatchers and drivers.

AI & Machine LearningLogistics & Supply ChainSaaS

Co-investorsFireroad Ventures Market Square Ventures CERVIN VENTURES

Opseraopsera.ai in 𝕏

Opsera provides a no-code, AI-powered platform for DevOps and DevSecOps automation that helps enterprises orchestrate software delivery and security across multiple tools and cloud environments.

AI & Machine LearningDeveloper ToolsEnterprise SoftwarePalo Alto, US

Kumar Chivukula(Founder)Ravi Kumar Chivukula(Executive Officer, Director)Chandra Ranganathan(Founder)

Board Rajeev Madhavan(Director)in Wesley Chan(Director)inHuang Lee(Director)

Co-investorsAlumni Ventures Clear Ventures Felicis Ventures Hitachi Ventures Prosperity7 Ventures Trinity Ventures +2 more

Paxtonpaxton.ai in 𝕏

Paxton AI is a legal AI assistant for attorneys, law firms, and legal professionals that automates tasks such as contract review, case law research, document drafting, and analysis of medical or billing records.

AI & Machine LearningDigital HealthHealthtechLegalTechSaaS

Michael Ulin(Founder)Tanguy Chau(Founder)Tanguy Chau Michael Ulin(Founder)

Co-investorsFlori Ventures Kyber Knight Capital Unusual Ventures Voyager Capital Gaingels Identity.vc

Quantivlyquantivly.com in 𝕏

Quantivly provides data liquidity and analytics tools for radiology providers, converting heterogeneous and legacy imaging data into usable insights about radiology operations.

AI & Machine LearningData & InfrastructureDigital HealthHealthtechSaaS

Robert MacDougall(Founder)in

Co-investorsBoxOne Ventures Lair East Labs Nina Capital NovaCapital One Way Ventures Service Provider Capital +1 more

Ranger AIrangerrfx.com 𝕏

Ranger provides an intelligence platform for industrial enterprises to manage procurement, engineering, and document workflows.

AI & Machine LearningDeep TechEnterprise SoftwareSaaS

Co-investorsNorthside Ventures Panache Ventures

Rebuildrebuild.workSep 2026 · $13M

Rebuild provides an AI-powered estimation tool designed for restoration companies to automate and accelerate the estimate generation process.

AI & Machine LearningConstruction TechInsurTechSaaS

Angelo Ferrante(Co-founder)

Co-investorsGreen Egg Ventures Gutter Capital Asymmetric Capital Partners Lightbank

Recoursehealthrecoursehealth.com

Recourse automates the U.S. federal Independent Dispute Resolution (IDR) process for healthcare providers, reading claims and remittance (837/835) data to identify eligible disputes, assemble evidence, file submissions, and capture outcomes that inform future claims.

AI & Machine LearningHealthtechSaaS

Siftsearchsiftsearch.com

Sift Search is a recruiting service that helps early-stage, venture-backed startups make foundational hires across engineering, product, and go-to-market roles, from founding engineers to first sales leads.

Future of WorkHR TechNew York, US

Silklinesilkline.ai inOct 2025 · $4M

Silkline provides supply chain orchestration software for advanced manufacturers, automating procurement workflows and enabling supplier collaboration to reduce time to revenue and improve operational efficiency.

Advanced ManufacturingEnterprise SoftwareLogistics & Supply ChainSaaSChicago, US

Brent Shulman(Founder)in

Co-investorsBarrel Ventures Matchstick Ventures Origin Ventures Valia Ventures Forward Deployed VC Plow Ventures

SNSEsnse.ai

SNSE is an AI transformation consultancy that helps companies build strategy, integrate AI into brand, creative, UX, and operations workflows, and establish AI governance—including for regulated industries.

AI & Machine LearningEnterprise SoftwareFuture of Work

Swap Healthswaphealth.com in

Swap Health connects patients with registered dietitians for evidence-based, personalized nutrition care and lifestyle coaching.

Digital HealthHealthtechWellness & FitnessGrove City, US

Syndicatesyndicate.io 𝕏Apr 2026Defunct

Syndicate provides infrastructure to scale the Ethereum blockchain, supporting staking and development operations on the network.

Crypto & Web3Mountain View, US

William Raphael Papper(Executive Officer, Director)Ian John Lee(Executive Officer, Director)ian //(Founder)in Ian Lee(Founder)inWill Papper(Founder)

Co-investorsA.Capital Ventures a16z crypto Andreessen Horowitz Archetype Atelier BlueYard Capital +28 more

TCAREtcare.ai inSep 2022

TCARE provides a clinical protocol combining data-driven risk algorithms and dedicated specialists to assess and reduce burnout among family caregivers.

AI & Machine LearningDigital HealthHealthtechWellness & FitnessSt.Louis, US

Mohammad Ali Ahmadi(Executive Officer, Director)Vijay Anand(Executive Officer)Mike Mings(Executive Officer)Bikram Bakshi(Director)in

Co-investorsAmerican Family Ventures Claritas Capital Connetic Ventures SixThirty Ventures Ziegler Link-age Funds

Thrive Mobilethrivemobile.com in

Thrive Mobile provides affordable wireless plans through the Lifeline program, powered by SafetyNet Wireless, with plans starting at $0/month and integrated health resources for low-income users.

ConsumerHealthtechSaaS

Co-investorsPrimetime Partners CVS Health Ventures Frist Cressey Ventures Winter Street Ventures

Trueholdtruehold.com in

Truehold Financial provides financing for real estate investors, including long-term loans for rental properties qualified on property cash flow and short-term loans covering purchase and renovation costs.

FintechPropTechSt. Louis, US

Azat Tulegenov(Founder)in Connie Adams(CEO)in

Co-investorsBAM Ventures Clocktower Ventures Great Wave Ventures Habitat Partners Launchpad Capital Samsung Next +3 more

Vinesightvinesight.comSep 2022

Vinesight offers an AI-driven platform that detects disinformation and toxic narratives in real time, providing evidence-backed alerts to help organizations respond quickly.

AI & Machine LearningCybersecuritySaaSNew York City, US

Nir Hauser(Founder)

Co-investorsAnD Ventures Lightbank SeedIL Ventures

Wilyawilya.com

A scheduling and workforce management platform for frontline workers in manufacturing that enables flexible work arrangements and skill-based assignment matching.

Advanced ManufacturingFuture of WorkHR TechSaaS

Rahil Siddiquiin

Co-investorsIron Prairie Ironspring Venture Schematic Ventures Motivate Venture Capital

Other

Tracked investments with no reachable website or further public details — typically companies that wound down, renamed, or were absorbed.

Rebuild Technology Ruby Home Services Skylark Travel GroupApril HealthClearEonFlyteHealthGratiaLadderMaritNoopsRangerRanger RFXRecourse

Rows marked “SEC filing” are inferred from directors named on the company's SEC Form D — public regulatory data, not a portfolio list published by the firm.

Exits · 1

1 IPOs

Hut 8NASDAQ: HUT

Portfolio news

latest coverage across their companies

Basalt Health Raises $20M to Scale Post-Acute AI Transition Platform Across 111 Markets

Basalt Health · hitconsultant.net · Sep 24, 2026

Rebuild Raises $13M+ in Funding

Rebuild · thesaasnews.com · Sep 16, 2026

Ladder Health Raises $7M in Seed Funding

Ladder Health · finsmes.com · Jun 23, 2026

Century Health Raises $5.0M Seed Round | Signalbase

Century Health · trysignalbase.com · May 21, 2026

ICHRA Just Got Better: Our Seed Round and What It Means - Kyra Health

Kyra Health · kyra.health · Apr 8, 2026

Croissant Raises $28M in Funding - FinSMEs

Croissant · finsmes.com · Feb 25, 2026

Midi Health Raises $100M in Series D Funding

Midi Health · finsmes.com · Feb 3, 2026

Seattle startup Silkline raises $4M to expand AI tools for manufacturing supply chains – GeekWire

Silkline · geekwire.com · Oct 22, 2025

Frequently asked questions

How many investments has 25Madison made?: 25Madison has 57 tracked investments, 1 of which have exited, including 8 dated in the last 24 months.
What stage does 25Madison invest at?: 25Madison invests at the Pre-Seed, Seed stages.
What sectors does 25Madison focus on?: 25Madison focuses on AI & Machine Learning, Enterprise Software, Fintech, Healthtech, Retail Tech, SaaS.
Where is 25Madison located?: 25Madison is headquartered in New York, US.
Who does 25Madison co-invest with?: 25Madison most often shares deals with City Light, F-Prime Capital, Felicis Ventures, among 114 tracked co-investors.

Media · Podcasts & interviews

featuring the team

#21 - Jaja Liao, Principal at 25Madison

Nick's Notes · Jaja Liao

Images

Co-investors · 7

Founder Collective

Founder Collective is a seed and pre-seed stage venture capital firm that invests across sectors, describing itself as sector agnostic and anti-thematic.

Both backed · 1

Canopy

23andMe

23andMe is a personal genetics company that analyzes customers' saliva samples in CLIA-certified labs to deliver ancestry, trait, and health insights through direct-to-consumer DNA testing kits and subscription services.

Both backed · 1

Midi Health

Arkitekt Ventures

An investment firm focused on entrepreneurs who translate cutting-edge science and technology into solutions that advance human health.

Both backed · 1

Handspring Health

$100K – $10M

Slow Ventures

Slow Ventures is a generalist early-stage venture capital firm founded in 2011, with offices in San Francisco, Boston, and New York, investing in the earliest rounds of companies across many sectors.

$50K – $1M

General Partnership

The General Partnership (thegp) is a venture firm that supports founders with hiring, product execution, and go-to-market help to close the execution gaps that can undermine growing companies.

$1M – $30M

xfactor ventures

XFactor Ventures is an early-stage venture firm affiliated with the broader Flybridge community, giving portfolio founders access to a network of founders, builders, and mentors.

$100K – $200K

Stage 2 Capital

Stage 2 Capital is a venture firm that pairs investment with go-to-market and revenue-scaling expertise, providing portfolio companies methodologies to drive sustainable revenue growth.

$200K – $4M

Firms observed investing alongside 25Madison, from public investor directories. Shared companies are the overlap with 25Madison's recorded portfolio.

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