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Gutbrain Ventures

50 Milk St., FL 16, Boston, MA, 02109, United States

Overview

Independent venture firm investing in enterprise software companies.

Founded

2011

Deals ยท 12mo

2

Links

WebsiteLinkedIn

Stage focus

Seed
Series A

Geographic focus

United States

Sector focus

Finance
Financial Services
Venture Capital

Investment portfolio

32rounds
NAMEDATESIZE
Allure Security Technology
Mar 2026Participated
$17 MSeries B
Aliro Technologies
Feb 2026Led
$15 MOther Equity
Language I/O
Jul 2024Led
$5 MOther Equity
Allure Security Technology
Apr 2024Participated
$10 MSeries A
DBOS, Inc.
Mar 2024Participated
$9 MSeed
Language I/O
Aug 2023Participated
$8 MSeries A
Datanomix
May 2023Participated
$12 MOther Equity
Elemental Machines
Nov 2022Participated
$41 MSeries B
Blustream
Jul 2022Led
$5 MSeries A
Sotero
Jul 2022Participated
$8 MSeed
RevenueBase
Apr 2022Participated
$6 MSeed
iRestify
Mar 2022Led
$5 MOther Equity
Allure Security Technology
Mar 2026Participated
$17 MSeries B
Aliro Technologies
Feb 2026Led
$15 MOther Equity
Language I/O
Jul 2024Led
$5 MOther Equity
Allure Security Technology
Apr 2024Participated
$10 MSeries A
DBOS, Inc.
Mar 2024Participated
$9 MSeed
Language I/O
Aug 2023Participated
$8 MSeries A
Datanomix
May 2023Participated
$12 MOther Equity
Elemental Machines
Nov 2022Participated
$41 MSeries B
Blustream
Jul 2022Led
$5 MSeries A
Sotero
Jul 2022Participated
$8 MSeed
RevenueBase
Apr 2022Participated
$6 MSeed
iRestify
Mar 2022Led
$5 MOther Equity
32
Items
...
Browse all public portfolio deals

Insights

Time horizon

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Deal Distribution

Gutbrain Ventures: 32 funding rounds are recorded in the selected participation categories.All available history.
Gutbrain Ventures: 32 funding rounds are recorded in the selected participation categories. All available history
Round typeLed dealsParticipated deals
Seed36
Series A39
Series B02
Series C+11
Other Equity52

Monthly Deal Activity

Gutbrain Ventures: 32 deals are recorded across 86 months.All available history.
Gutbrain Ventures: 32 deals are recorded across 86 months. All available history
MonthDeals
Sep '191
Oct '190
Nov '190
Dec '190
Jan '200
Feb '200
Mar '200
Apr '200
May '200
Jun '200
Jul '201
Aug '200
Sep '200
Oct '200
Nov '200
Dec '200
Jan '210
Feb '210
Mar '211
Apr '211
May '213
Jun '211
Jul '211
Aug '211
Sep '210
Oct '210
Nov '211
Dec '211
Jan '224
Feb '221
Mar '224
Apr '221
May '220
Jun '220
Jul '222
Aug '220
Sep '220
Oct '220
Nov '221
Dec '220
Jan '230
Feb '230
Mar '230
Apr '230
May '231
Jun '230
Jul '230
Aug '231
Sep '230
Oct '230
Nov '230
Dec '230
Jan '240
Feb '240
Mar '241
Apr '241
May '240
Jun '240
Jul '241
Aug '240
Sep '240
Oct '240
Nov '240
Dec '240
Jan '250
Feb '250
Mar '250
Apr '250
May '250
Jun '250
Jul '250
Aug '250
Sep '250
Oct '250
Nov '250
Dec '250
Jan '260
Feb '261
Mar '261
Apr '260
May '260
Jun '260
Jul '260
Aug '260
Sep '260
Oct '260

Sector Breakdown

Gutbrain Ventures: Enterprise Software is the largest displayed sector by deal count (15 deals).All available history.

A deal can appear in multiple sectors, so sector totals may overlap. Capital represents disclosed total round sizes, not fund cheque sizes.

Gutbrain Ventures: Enterprise Software is the largest displayed sector by deal count (15 deals). All available history
SectorDeals
Enterprise Software15
Networks, Cloud & Communication12
AI & Machine Learning12
Professional Services10
Hardware & Robotics9
Cybersecurity & Privacy8
Data, Analytics & IT7
Marketing & Advertising3
Fintech3
E-Commerce & Retail2
Crypto & Blockchain2
Manufacturing2
Education & Workforce1
Real Estate & Construction1
Space & Frontier Tech1
Media & Entertainment1
Health & Life Sciences1
Developer Tools1

Deal Size Distribution

Gutbrain Ventures: 32 rounds have a disclosed size in the displayed size bands.All available history.

Undisclosed round sizes are excluded. Capital represents total round sizes, not fund cheque sizes.

Gutbrain Ventures: 32 rounds have a disclosed size in the displayed size bands. All available history
Round size band (USD)Deals
<$5M4
$5M-$10M14
$10M-$25M12
$25M-$50M2
$50M-$100M0
$100M-$250M0
$250M-$500M0
$500M-$1B0
$1B+0

Deals By Geography

Gutbrain Ventures: United States has the largest recorded deal count among the displayed regions (28 deals).All available history.

Top 4 of 4 regions; European countries are grouped as Europe.

Gutbrain Ventures: United States has the largest recorded deal count among the displayed regions (28 deals). All available history
RegionDeals
United States28
017422
100031
Canada1
Gutbrain Ventures: 20 co-investors are shown, with PBJ Capital sharing 26 recorded deals.All available history.

Co-Investors

Bubble size = shared deals

Click a bubble to open that fund in a new tab.

Shows up to 20 co-investors ranked by shared deals. Deals may be shared with multiple funds, so rows overlap. Capital is total round size, not fund cheque size.

Gutbrain Ventures: 20 co-investors are shown, with PBJ Capital sharing 26 recorded deals. All available history
Co-investorShared deals
PBJ Capital26
Glasswing Ventures5
Omega Venture Partners5
Argon Ventures4
Joint Effects4
Streamlined Ventures4
468 Capital3
AI Sprouts3
AltaIR Capital3
Boston Seed Capital3
S16VC3
Companyon Ventures2
Converge2
Curql2
Gaingels2
Golden Seeds2
State of Wyoming2
York IE2
Zetta Venture Partners2
4G Ventures1

Investment Strategy

Gutbrain Ventures: Led accounts for 38% and participating for 63% of round participation.All available history.
Gutbrain Ventures: Led accounts for 38% and participating for 63% of round participation. All available history
CategoryDeals (count)Share (%)
Led1238%
Participating2063%
Gutbrain Ventures: Single-lead accounts for 42% and co-led for 58% of lead dynamics.All available history.
Gutbrain Ventures: Single-lead accounts for 42% and co-led for 58% of lead dynamics. All available history
CategoryDeals (count)Share (%)
Single-lead542%
Co-led758%

Team

Bob Davoli

Founder & Managing Director