Bold Penguin
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Through digital distribution, wholesale capabilities, & AI-driven insights, we transform the lifecycle of all risks. Bold Penguin is the market-leading digital solutions provider for commercial insurance. Through comprehensive technology enablement, robust digital distribution and wholesale capabilities, and powerful data- and AI-driven processes and insights, their platform transforms the entire
Still sending submissions one carrier at a time?
Tori Carothers, Bold Penguin’s Enterprise Partner Manager, breaks down why Smart Upload is a game changer. 🐧👇
Drag and drop your documents (even handwritten notes) and get pre-filled applications with quotes from multiple carriers in minutes.
It’s good to change the game.
05/15/2026
300+ runners. 8 Glacier mates. Perfect Philly weather. 🐧🏃
We were proud to sponsor the Bold Penguin–Spencer 5K Fun Run alongside the incredible team at the Spencer Educational Foundation during 2026 in Philadelphia.
Spencer’s mission to support and educate the next generation of insurance professionals is one we care deeply about, and events like this are a reminder of how strong this industry can be when people show up for each other. 💪
Big thanks to everyone who helped make the morning what it was. And yes, the Rocky steps lived up to the hype!
04/17/2026
We've been running some of the highest production AI workloads in commercial insurance. Last week, we kicked off our 1st Bold Challenge of 2026 - a focused effort to take existing agentic AI capabilities to the next level.
Here's what we pushed:
• Agent-to-agent use cases across the Bold Penguin network of carriers and brokers
• 15+ new MCP tools battle-tested under high workloads
• D2C scenarios embedding Custom GPTs into foundational models
• Autonomous agents pushed closer to , with serious security and guardrails in place
Check out some of the team’s reactions to watching. 👇
Shout out to Lakshan De Silva for putting this together. We're excited for the next one. Thank you to the participating teams—your speed and ex*****on is unmatched. LET'S GO! 🐧👏
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| Monday | 8am - 5pm |
| Tuesday | 8am - 5pm |
| Wednesday | 8am - 5pm |
| Thursday | 8am - 5pm |
| Friday | 8am - 5pm |
