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Caffeinated Capital | RoundOS

01 · Free data roomBuild, share and track important documents.

Data room analytics Document Analytics Pitch Deck Tracking Secure sharing Permissions NDA & agreements Watermarking Versions Branding

View all Data Room features →

02 · AI Fundraising CRMRun the work between investor meetings.

Today & next moves Follow-up Investor research Investor CRM Investor updates Imports & sources

View all Operator features →

See it workingOpen a live roomWalk a real RoundOS room.

Pricing Security

Deal rooms

Startups Venture capital M&A data room Investor relations

Beyond fundraising

Sales deals Board documents Due diligence Real estate

Fundraising

Fundraising hub Pre-seed Seed Series A

Learn

Blog Funding News Customer stories Investor room template

Compare

All alternatives Best free data rooms Best DocSend alternatives Digify alternative iDeals alternative

Free tools & templates

Calculators and fundraising tools. No signup.

SAFE, dilution, runway, pipeline coverage, investor fit.

Sign inExploreData Room AI Fundraising CRM Pricing Security Document Analytics Pitch Deck TrackingData Room featuresData room analytics Secure sharing Permissions NDA & agreements Watermarking Versions BrandingUse casesFundraising hub Startups Venture capital M&A data room Investor relations Sales deals Board documents Due diligence Real estate Pre-seed Seed Series AOperatorToday & next moves Follow-up Investor research Investor CRM Investor updates Imports & sourcesMoreCustomer stories All alternatives Best free data rooms Investor room template Free tools Blog Funding News Integrations

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CC

Caffeinated Capital

Activity from announced rounds

Activity in this selection View all activity

Activity in this selectionbold-brain-capital-beaff777

Rounds participated in: 1
Confirmed lead rounds: 0
New companies: 1
Funding in participating rounds: $45M

By stage

Series B1

By primary sector

Fintech1

By country

United States1

Rounds

1 in this selection

Sep 17

A captive-insurance manager and technology platform that helps businesses form, operate and monitor insurance companies they own.

$45MSeries B

Participant

1–1 of 1

Most frequent co-investors

Insight Partners1 shared Trust Ventures1 shared

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RoundOS

A free data room for modern deals, with an AI operator that runs the fundraise.

Create a free room

01 · Explore

Data Room AI Fundraising CRM Pricing Security Document Analytics Pitch Deck Tracking

02 · Data Room

Data room analytics Secure document sharing Data room permissions NDA & agreements Dynamic watermarking Document versions Custom branding

03 · Operator

Fundraising hub Pre-seed fundraising Seed fundraising Series A fundraising Fundraising follow-up Investor research Investor updates Integrations

04 · Use cases

Startup data room VC and LP data room M&A data room

Due diligence data room

Investor relations

Sales data room

Board documents

Real estate data room

05 · Free tools

All free tools SAFE calculator Dilution calculator Runway calculator Pipeline coverage Investor fit checker Follow-up generator Round leak audit

06 · Resources

All alternatives DocSend alternative Digify alternative Google Drive alternative Dropbox alternative Best DocSend alternatives Best free data rooms Investor room template Blog Customer stories Funding News Open a live room

© 2026 RoundOS · Data Room free forever · Operator from $99/month