AI Insurance
Modern and affordable AI-powered platform for automating the running of MGAs, MGUs, Captives, and TPAs
17 employees · est. 2018 · San Francisco, United States
Bold Penguin
We make quoting and binding faster, simpler, and more profitable for everyone. #BeBold
233 employees · est. 2016 · Columbus, United States
Bold Penguin is the older company (2018 vs 2016); Bold Penguin is the larger of the two.
1 signal in the last 90 days
Side-by-Side Comparison
| Metric | AI Insurance | Bold Penguin |
|---|---|---|
| Founded | ||
| Founded | 2018 | 2016 older |
| Headquarters | ||
| Headquarters | San Francisco, United States | Columbus, United States |
| Employees | ||
| Employees | 17 | 233 larger |
| Industry | ||
| Industry | AI, Insurance, Insurtech | Insurance, Insurtech, Internet |
| Funding Stage | ||
| Funding Stage | Seed | Series B |
| Total Funding | ||
| Total Funding | $4.95M | $50.50M |
| Funding Rounds | ||
| Funding Rounds | 3 | 6 |
| Services | ||
| Services | Automate underwriting, Claims management, Submission processing, Billing solutions, Bordereaux parsing, AI submission parsing | insurance technology and quoting software, lead generation for agents and brokers, analytics and data enrichment, commercial insurance solutions |
| Target Customers | ||
| Target Customers | MGAs, MGUs, Program Managers, Fronting Carriers, Reinsurers, Agencies | insurance agents and brokers, networks and associations, carriers and managing general agents (MGAs), channel partners, small and medium-sized businesses (SMBs) |
| Taxonomy | ||
| Taxonomy | AI-powered Platform, InsurTech, Insurance Automation, MGA Management, MGU Management, Captives Management, TPA Management, Predictive Analytics, Digital Workflows, Underwriting Automation, Claims Process Automation, Insurance Software, Insurance Startups | Commercial Insurance, Insurtech, Insurance Technology, Digitization, Insurance Exchange, Underwriting Automation, Tech-Enabled Underwriting, Digital Solutions, Commercial Property Insurance, Casualty Insurance, Excess And Surplus Lines, Commercial Insurance Platform, Agent-Carrier Connectivity, User Experience Enhancement |
| Website | ||
| Website | aiinsurance.io | boldpenguin.com |
About AI Insurance
AI Insurance, founded in 2018, is revolutionizing the insurance sector through its modern, AI-powered platform. Specializing in automating operations for MGAs, MGUs, Captives, and TPAs, the company aims to simplify and streamline the traditionally cumbersome processes within the industry. The platf...
About Bold Penguin
Bold Penguin is a leading integrated digital solution platform dedicated to simplifying commercial insurance. The company's innovative product suite has digitized and transformed a slow, manual process, resulting in reduced costs, increased efficiency, and better overall outcomes for all parties inv...
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BounceWatch watches AI Insurance and Bold Penguin for new funding, fast hiring, new executives and a change of software vendor. When one happens, we email you the same day.
Funding, hiring, leadership and stack changes at AI Insurance and Bold Penguin — by email.
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Compiled from the BounceWatch company index. We last looked at AI Insurance on 5 Dec 2025, and Bold Penguin on 12 Jun 2025. Where a field is blank here, it means we have not recorded it — not that the answer is zero. How we source and date this.
