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Bold Penguin
Fintech · Columbus, United States · Founded 2016
Bold Penguin is where technology meets the human touch in commercial insurance MoreLess
Bold Penguin operates the largest commercial insurance exchange, connecting businesses, insurance agents, and carriers to the right quotes quickly and efficiently. The company serves small commercial businesses by providing a platform that simplifies the process of obtaining commercial insurance. Bold Penguin's technology is highly flexible and customizable, leveraging API-first enablement to power both consumer and agent-facing interfaces. This allows for a tailored experience that meets the specific needs of its users without sacrificing long-term functionality. The business model focuses on creating a seamless and efficient marketplace for commercial insurance, making money through partnerships and transactions facilitated on its platform. Bold Penguin does not sell insurance directly but empowers agents and brokers to do so more effectively. The company operates in the commercial insurance market, primarily targeting small businesses and insurance professionals looking for streamlined solutions.
Keywords: commercial insurance, marketplace, small businesses, insurance agents, carriers, API-first, customizable, efficient, profitable, technology.
Company overview
Bold Penguin company information
The essential company record, classifications and operating signals in one place.
- Status
- Acquired
- Founded
- 2016
- Headquarters
- Columbus, United States
- Employees
- 244
- Open positions
- 6
- Dealroom signal
- 76.1
- Investment activity
- 5 companies · latest Oct 2025
- Capital deployed
- —
- Preferred round
- ACQUISITION
Valuation & funding
Bold Penguin funding history
Company financing events and reported valuations.
| Deal type | Date | Amount | Valuation | Investors | Source |
|---|---|---|---|---|---|
| ACQUISITION✓Exit | Jan 2021 | $0 | — | American Family Insurance | — |
| OtherOther financing | Jun 2020 | $0 | — | Undisclosed | — |
| SERIES B✓Equity / VC | Sep 2019 | $32M | $128M | Hudson Structured Capital Management · Lockton · Lightstone · Stone Point Capital | ↗ |
| SERIES A✓Equity / VC | Mar 2019 | — | — | MTech Capital | — |
| OtherOther financing | Sep 2018 | $0 | — | Pivot Investment Partners | — |
| SEEDEquity / VC | Aug 2017 | Undisclosed | — | ||
| SEED✓Equity / VC | Feb 2017 | Undisclosed | — | ||
| SEEDEquity / VC | Jul 2016 | Undisclosed | — |
Financials
Revenue and workforce over time
Available revenue and workforce history. Fields without reported data are omitted.
| Year | Revenue | Growth | Employees |
|---|---|---|---|
| 2026 | $11M | 0% | 254 |
| 2025 | $11M | 0% | 231 |
| 2024 | $11M | 0% | 203 |
| 2023 | $11M | 0% | 203 |
| 2022 | $11M | 0% | 203 |
| 2021 | $11M | 0% | 192 |
| 2020 | $11M | — | 116 |
Growth signals
Bold Penguin website traffic
Latest recorded traffic for Bold Penguin is 7.5K monthly website visits, down 46.4% over the last three months. Bold Penguin's team grew 5.6% over the past year.
Hiring
Open positions at Bold Penguin
Current openings linked to this company in Dealroom.
Comparisons
Bold Penguin compared with similar companies
Dealroom’s weighted taxonomy model identifies the closest operating peers. Company identity and context stay open; selected comparison metrics preview what is available in the platform.
Capital deployed
Bold Penguin investments and acquisitions
Recent portfolio relationships for companies that also act as investors or acquirers.
SquareriskBoxborough, United StatesComprehensive specialty insurance distribution platform enhancing agent margins and simplifying P&C coverage solutions
→
InsureonChicago, United StatesA pioneer in insurance technology, Insureon operates the largest online marketplace for small business insurance in the United States
$124Mvaluation
RiskGeniusOverland Park, United StatesLeverages patent pending Policy Analytics technology
$2Mvaluation
ClaimKitOverland Park, United StatesAn industry-leading data collection and review guru for the surety, insurance and legal industries
→
XagentReston, United StatesSingle-entry market access solution for property and casualty (P&C) agents
$4.8Mvaluation
Talent graph
Bold Penguin's talent
Source: Dealroom Talent Intelligence.
Global footprint
Where Bold Penguin has talent and traffic
team presence
In the news
Latest news about Bold Penguin
Recent press, funding announcements, and product moves mentioning Bold Penguin — open to read from the original sources.
Market sentiment
What the market is saying about Bold Penguin
An AI-synthesized read of the highest-engagement posts about Bold Penguin on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.
Reading the room on X — pulling top posts and synthesizing themes…
Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour
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