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Investors / United States / Gutbrain Ventures

Gutbrain Ventures

Venture capital · Boston, MA, United States · North America

gutbrainventures.com

Gutbrain Ventures is an independent venture firm that invests primarily in enterprise software companies and has been making investments for thirty years. It looks for passionate and driven founders with innovative and disruptive ideas, assessing people, technology, market, business model and competition.

Invests inAI & Machine LearningEnterprise Software

In its own wordsenterprise softwaretechnologyfounders

Your fit with Gutbrain Ventures

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37portfolio companies
2funding rounds on record1 led
2rounds, last 12 months
$5M to $20Mtypical round it comes in at
Series Bmost frequent entry

Gutbrain Ventures lists 37 checked portfolio companies on its own site and is named in 2 funding rounds, 1 of them as lead. Its most frequent entry is Series B, 100% of the companies with a known first round. Its largest themes are AI & Machine Learning (28%), Enterprise Software (15%) and Cybersecurity (12%). 94% of its companies are based in United States. It invests most often alongside Argon Ventures, Koa Labs and Omega Venture Partners.

Counts come from funding rounds that name Gutbrain Ventures, complete from mid-2025: earlier rounds appear only when they were reported later. Round amounts and full round histories are on Fundup AI.

Round figures show recent activity, not Gutbrain Ventures' whole history. Rounds on record name 2 companies; its own site lists 37. Funding rounds are complete from mid-2025, so counts and the yearly trend undercount a firm that invested before then. The portfolio, themes and places come from its own site and are not affected.

Entry stage

share of companies by the stage of its first round

Gutbrain Ventures does not state its stages on its site, so only what it does is shown.

Show as a table
Share of companies by the stage of the firm's first round
Value
Pre-seed0%
Seed0%
Series A0%
Series B100%
Growth0%

Activity by year

rounds it joined, last 10 years
Show as a table
Funding rounds per year
TotalRounds it led
'1700
'1800
'1900
'2000
'2100
'2200
'2300
'2400
'2500
'2621

Investor profile

percentile among all firms
Portfolio size: 37 companiesRecent activity: 2 rounds in 12 monthsEarly stage: 0% of entries at pre-seed or seedEvidence: 0% of companies confirmed by a roundSector focus: 28% in its largest sectorReach: 2 countriesPortfolio size75th pctRecent activity69th pctEarly stage54th pctEvidence52th pctSector focus44th pctReach42th pct
This firmMedian of all firms
Show as a table
Gutbrain Ventures compared with all firms
MeasurePercentile of all firmsValue
Portfolio size75th37 companies
Recent activity69th2 rounds in 12 months
Early stage54th0% of entries at pre-seed or seed
Evidence52th0% of companies confirmed by a round
Sector focus44th28% in its largest sector
Reach42th2 countries

Investment themes

share of its checked companies

This firmAll checked companies

Show as a table
Investment themes
This firmAll checked companies
AI & Machine Learning28%18%
Enterprise Software15%8%
Cybersecurity12%4%
Fintech8%12%
E-commerce & Marketplaces8%6%
Healthcare & Biotech6%15%
Industrial & Manufacturing6%7%
Education5%7%

Invests most often with

firms sharing its portfolio companies
Show as a table
Co-investors
Share
Argon Ventures5
Koa Labs5
Omega Venture Partners5
PBJ Capital5
Converge4
Sigma Prime Ventures4
Boston Seed Capital3
Eastward Capital Partners3

All co-investors

Its portfolio companies

where they are based, and what their own sites show

Headquarters

Site status

  • Site answers3595%
  • No longer answers00%
  • Points to another company25%
  • Parked or sold domain00%

A site that stops answering three checks in a row is counted as no longer answering; that is not proof of closure. A site that points to another company is often an acquisition.

Co-investor network

who it backs companies with, and who they back together
5 shared companies4 shared companies4 shared companies3 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companies2 shared companiesArgon Ventures: 5 shared companiesArgon Ventures5Koa Labs: 5 shared companiesKoa Labs5Omega Venture Partners: 5 shared companiesOmega Venture Partners5PBJ Capital: 5 shared companiesPBJ Capital5Converge: 4 shared companiesConverge4Sigma Prime Ventures: 4 shared companiesSigma Prime Ventures4Boston Seed Capital: 3 shared companiesBoston Seed Capital3Eastward Capital Partners: 3 shared companiesEastward Capital Part…3Glasswing Ventures: 3 shared companiesGlasswing Ventures3Bling Capital: 2 shared companiesBling Capital2Bullpen Capital: 2 shared companiesBullpen Capital2Founder Collective: 2 shared companiesFounder Collective2
Shared portfolio companies with Gutbrain VenturesFirms that also back companies together

All co-investors or Compare portfolios with Argon Ventures

Compare Gutbrain Ventures head to head

portfolio size, rounds, entry stages, themes and the companies both back

Three or more firms at once: portfolio overlap.

Recent portfolio activity

when companies last raised with Gutbrain Ventures
DateCompanyStage
19 Mar 2026Allure Securityalluresecurity.comSeries B
18 Feb 2026Aliroalirotech.comRound Led

Round details for Gutbrain Ventures

Amounts, full round histories and every co-investor in Gutbrain Ventures' rounds are on Fundup AI. VCinfo covers investors and their portfolios.

See rounds on Fundup AI →

Portfolio

37 companies checked against their own sites
CompanyWhat it doesThemesFirst round with itEvidence
15Five15five.comThe company provides software for performance management and related HR tasks.
Human ResourcesEnterprise Software
Portfolio page
Actionableactionableai.comThe company provides artificial intelligence technology for conversational AI and data insights.
AI & Machine LearningEnterprise Software
Portfolio page
Aliroalirotech.com · United StatesAliro helps researchers and network operators simulate architectures, integrate quantum hardware, and turn experimental systems into functional networks.
Enterprise SoftwareCybersecurity
Feb 2026RoundFunding round
Allstacksallstacks.com · United StatesAllstacks provides a platform for product management and software development using AI agents to plan, manage, measure, and optimize software creation.
Enterprise SoftwareAI & Machine Learning
Portfolio page
Allure Securityalluresecurity.com · United StatesAllure Security provides brand protection and phishing takedown services to detect and eliminate digital threats.
CybersecurityAI & Machine Learning
Mar 2026Series BFunding round
Aprioriapriori.com · United States
Portfolio page
Attentiveattentive.com · United StatesAttentive provides an AI-powered SMS and email marketing platform for businesses
E-commerce & MarketplacesMedia & Entertainment
Portfolio page
BGNbgnetworks.com · United StatesThe company provides AI-powered cybersecurity tools and services, including products for anomaly detection, penetration testing, and security automation.
CybersecurityHealthcare & Biotech
Portfolio page
Blustreamblustream.io · United StatesBlustream provides a Product AI Advisor that educates customers and captures product usage data to help businesses improve customer retention and revenue
AI & Machine LearningE-commerce & Marketplaces
Portfolio page
Breinifybreinify.aiBreinify provides AI-powered personalization services for businesses to offer tailored experiences to their customers across various channels.
AI & Machine LearningE-commerce & Marketplaces
Portfolio page
CallMinercallminer.comCallMiner provides conversation intelligence and automation software for customer experience
AI & Machine LearningEnterprise Software
Portfolio page
CarNowcarnow.comCarNow helps dealerships convert more website visitors into leads, more leads into sales, and more buyers into lifelong service customers.
AI & Machine LearningE-commerce & Marketplaces
Portfolio page
ClearGovcleargov.com · United StatesClearGov provides cloud-based software for local governments and school districts to manage the finance cycle, including budgeting, reporting, and engagement.
EducationFintech
Portfolio page
CoreSpancorespan.aiCorespan Systems develops and provides compute orchestration systems for AI inference and other workloads
AI & Machine LearningCybersecurity
Portfolio page
Crayoncrayon.co · United StatesCrayon provides competitive intelligence software that automates the collection and analysis of competitor data to help businesses make informed decisions
AI & Machine LearningEnterprise Software
Portfolio page
CyberSaint Securitycybersaint.ioCyberSaint Security provides cyber risk management software and platform
Cybersecurity
Portfolio page
Datanomixdatanomix.io · United StatesDatanomix provides data-powered production solutions, including production monitoring and ERP insights, to manufacturing companies.
Industrial & Manufacturing
Portfolio page
DBOSdbos.devDBOS provides a workflow orchestration platform to make applications and AI agents resilient to failures
AI & Machine LearningEnterprise Software
Portfolio page
Feedzaifeedzai.com · United StatesFeedzai develops and provides a platform to prevent fraud and financial crime using artificial intelligence
FintechAI & Machine Learning
Portfolio page
Grovegrove.coGrove Collaborative sells home essentials and cleaning products
Consumer
Portfolio page

About this data

site last read 5 Nov 2026
The homepage of Gutbrain Ventures, as last read
gutbrainventures.com as VCinfo last read it
Site
gutbrainventures.com
Last read
5 Nov 2026
Watching since
5 Nov 2026
Rounds since
18 Feb 2026
Companies checked
37

Rates come from what VCinfo has observed since observation_start. Firms tend to remove companies that closed, so early rates understate reality. A company leaving a portfolio page does not mean it closed or exited. An unreachable site means our checks failed, nothing more.

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