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Bold Penguin

Operates API-driven commercial insurance marketplace

Overview

Bold Penguin runs the largest commercial insurance exchange that connects small businesses, insurance agents/brokers, and carriers to quotes quickly. It does not sell insurance directly; it provides a platform that helps agents and brokers find and secure coverage for clients. The platform uses an API-first, flexible, customizable technology to power both consumer and agent interfaces, coordinating connections and transactions among parties. Its goal is to create a smooth, efficient marketplace for commercial insurance that helps agents and brokers serve clients better and more profitably.

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About Bold Penguin

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Industries

Enterprise SoftwareFinancial Services

Company Size

201-500

Company Stage

Series B

Total Funding

$33.5M

Headquarters

Columbus, OH

Founded

2016

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Simplify's take

What believers are saying

  • September 2026 bolttech partnership expands Bold Penguin into Europe and Asia through one interface.
  • September 2026 Thimble integration proves agent-to-agent quoting works, boosting transaction volume immediately.
  • April 2026 Blitz and Foxquilt expansions broaden admitted and E&S placement, increasing wallet share.

What critics are saying

  • DeX ai commoditizes quoting; carriers can replicate workflow tools and bypass Bold Penguin by 2027.
  • American Family can prioritize proprietary distribution, limiting Bold Penguin independence and M&A optionality.
  • If carrier integrations stall, Bold Penguin becomes a thin interface while Thimble and bolttech own flows.

What makes Bold Penguin unique

  • September 2026 DeX ai turns Bold Penguin into commercial insurance infrastructure, not a marketplace.
  • Bold Penguin reaches eight of ten largest U.S. commercial carriers through APIs and MCP.
  • American Family Insurance ownership since 2021 gives Bold Penguin capital, carrier access, and distribution leverage.

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Funding

Total Funding

$33.5M

Below

Industry Average

Funded Over

2 Rounds

Series B funding is typically for startups that have proven their business model and need more funding to expand rapidly—often by entering new markets or adding more products. Investors are usually venture capital firms that specialize in later-stage investments.
Series B Funding Comparison
Meet Average

Industry standards

$35M
$32M
$45M
$65M
$100M

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Unlimited Paid Time Off
  • 401(k) Company Match
  • Parental Leave
  • Disability Insurance
  • Life Insurance

Company News

Advertisement Shout
Oct 2nd, 2026
Bold Penguin and bolttech form global partnership to develop insurance distribution offering.

Bold Penguin and bolttech form global partnership to develop insurance distribution offering. Bold Penguin, an AI-enabled insurance distribution technology company specialising in commercial lines, and bolttech, a global insurtech providing technology-led insurance distribution, have entered into a global strategic partnership covering the US, Europe and Asia. The partnership will focus on developing a combined offering spanning commercial and personal lines, with the companies targeting insurance agents, insurers and businesses involved in embedded insurance partnerships. bolttech operates across 39 countries and four continents, providing technology and distribution services across the insurance and protection markets. Bold Penguin, meanwhile, concentrates on commercial insurance and operates a digital exchange and distribution network designed to connect agents and carriers, alongside data and artificial intelligence capabilities. According to the companies, the partnership will bring together their existing technology, distribution networks and industry expertise to support insurance distribution across both personal and commercial lines. Bold Penguin will contribute its commercial lines digital exchange, its data and AI services through "DeX ai," and its integrated commercial carrier network. bolttech will contribute its access to insurance and protection services across commercial and personal lines, AI-enabled workflows and experience in insurance distribution across international markets. The two companies said the arrangement is also intended to support the development of their respective technology roadmaps. By combining selected capabilities, Bold Penguin and bolttech said they will be able to expand the connections available through their platforms while continuing to develop their individual areas of expertise. The companies added that the partnership brings together their respective technology, research and development capabilities, insurance expertise and international reach. The collaboration will initially focus on supporting insurance distribution through a combined commercial and personal lines proposition across the three regions. Rob Schimek, Group Chief Executive Officer, bolttech commented: "Bold Penguin is the leading commercial insurance distribution platform. Their submission automation, AI-powered underwriting workflows and commercial orchestration platform complement our technology capabilities, personal lines expertise, and insurance ecosystem globally. Together, we can deliver a more seamless, connected insurance experience for distribution partners and customers around the world." Peter B Settel, President and CEO, Bold Penguin added: "We have great awareness and respect for bolttech's mission to address the global protection gap. The work Rob and team have done leading in embedded distribution and building the most globally scaled insurtech make them the perfect partner for us to join with and offer our shared customers truly unique options and solutions. While we expand globally, we will also now offer Bold Penguin's US customers bolt's personal lines solutions through a single interface." The post Bold Penguin and bolttech form global partnership to develop insurance distribution offering appeared first on ReinsuranceNe.ws. Spread the love

FinTech Global
Oct 2nd, 2026
bolttech and Bold Penguin join forces on global insurance.

bolttech and Bold Penguin join forces on global insurance. October 2, 2026 bolttech, a global InsurTech specialising in AI-led insurance distribution, and Bold Penguin, a commercial lines digital exchange and distribution network, have formed a global strategic partnership to combine their insurance distribution capabilities. The partnership will create a combined commercial and personal lines proposition for agents, insurers and embedded partners across the US, Europe and Asia. Bold Penguin will contribute its commercial lines digital exchange, data and AI services delivered through DeX ai, and an integrated network of commercial carriers. bolttech will bring access to insurance and protection products across commercial and personal lines, alongside AI-enabled workflows and experience distributing insurance internationally. The companies expect the partnership to accelerate their respective product roadmaps while allowing each business to focus on its core capabilities. Customers will gain access to the connections and functionality of both platforms through a single digital experience. As part of the agreement, Bold Penguin's US customers will be able to access bolt's personal lines solutions through a single interface. The move supports Bold Penguin's plans to expand its distribution capabilities internationally while giving bolttech a route into a broader commercial insurance network. bolttech operates across 39 markets spanning Asia, Europe, North America and Africa. The company aims to build a technology-driven ecosystem for protection and insurance by connecting insurers, distributors and customers and simplifying the buying and selling of insurance. In North America, bolttech operates under the bolt brand. Bold Penguin focuses on commercial lines and provides a digital platform designed to streamline quoting and binding for agents, brokers and carriers. Its technology replaces manual processes with digital tools intended to reduce costs and improve efficiency. bolttech group chief executive officer Rob Schimek said, "Bold Penguin is the leading commercial insurance distribution platform. Their submission automation, AI-powered underwriting workflows and commercial orchestration platform complement our technology capabilities, personal lines expertise, and insurance ecosystem globally. Together, we can deliver a more seamless, connected insurance experience for distribution partners and customers around the world." Bold Penguin president and CEO Peter B Settel said, "We have great awareness and respect for bolttech's mission to address the global protection gap. The work Rob and team have done leading in embedded distribution and building the most globally scaled insurtech make them the perfect partner for us to join with and offer our shared customers truly unique options and solutions. While we expand globally, we will also now offer Bold Penguin's US customers bolt's personal lines solutions through a single interface." Enjoying the stories? Investors. The following investor(s) were tagged in this article.

PR Newswire
Oct 1st, 2026
bolttech and Bold Penguin enter global strategic partnership.

bolttech and Bold Penguin enter global strategic partnership. Sep 30, 2026, 19:49 ET Recognized insurtech leaders to develop joint commercial and personal lines offering, serving agents, insurers and embedded partnerships with a seamless digital experience LAS VEGAS, Sept. 30, 2026 /PRNewswire/ - Today, award-winning AI-enabled insurance distribution platforms Bold Penguin and bolttech announce a global strategic partnership to create a joint commercial and personal lines offering for agents, insurers and embedded partnerships in the U.S., Europe and Asia. bolttech is a leading global insurtech operating in 39 countries and four continents, focused on innovative and AI-led insurance distribution. Bold Penguin focuses exclusively on commercial lines and operates the premiere distribution network and digital exchange with its advanced technology, innovative partnerships, and digital & AI solutions. The global collaboration will support customers across personal and commercial lines distribution by bringing together complementary capabilities into a unified offering. Joining forces will leverage and accelerate both companies' roadmaps, allowing each to deepen focus on their strengths while enabling customers to take full advantage of the connections and capabilities of the combined platforms. * Bold Penguin provides a commercial lines digital exchange, data & AI services through "DeX ai", and an integrated commercial carrier network. * bolttech provides access to insurance and protection services across commercial and personal lines, AI-enabled workflows, and global insurance distribution expertise. Both companies bring unrivaled scale, expertise, innovation and R&D capabilities to the partnership. Rob Schimek, Group Chief Executive Officer, bolttech said: "Bold Penguin is the leading commercial insurance distribution platform. Their submission automation, AI-powered underwriting workflows and commercial orchestration platform complement our technology capabilities, personal lines expertise, and insurance ecosystem globally. Together, we can deliver a more seamless, connected insurance experience for distribution partners and customers around the world." Peter B Settel, President and CEO, Bold Penguin said: "We have great awareness and respect for bolttech's mission to address the global protection gap. The work Rob and team have done leading in embedded distribution and building the most globally scaled insurtech make them the perfect partner for us to join with and offer our shared customers truly unique options and solutions. While we expand globally, we will also now offer Bold Penguin's US customers bolt's personal lines solutions through a single interface." About Bold Penguin Bold Penguin is a leading integrated digital solution platform dedicated to simplifying commercial insurance. Our technology makes the quote and bind process quick, effortless, and profitable for all parties - agents, brokers, and carriers. Bold Penguin's innovative product suite has digitized and transformed a slow, manual process resulting in reduced costs, increased efficiency, and better overall outcomes. About bolttech bolttech is a global insurtech with a mission to build the world's leading, technology-enabled ecosystem for protection and insurance. bolttech serves customers in 39 markets across Asia, Europe, North America, and Africa. With a full suite of digital and data-driven capabilities, bolttech powers connections between insurers, distributors, and customers to make it easier and more efficient to buy and sell insurance and protection products. SOURCE bolttech

Precedence Research
Sep 29th, 2026
Thimble and Bold Penguin introduce ai-powered tool to make insurance quoting easier.

Thimble and Bold Penguin introduce ai-powered tool to make insurance quoting easier. Published: 29 Sep 2026 September 2026, Thimble and Bold Penguin launched an AI-powered integration to make small business insurance quoting faster and more efficient. This technology links the two platforms, letting AI agents share information and help with quoting and binding through automated workflows. The target is to cut down on repetitive tasks for insurance professionals and promote brokers involved in chief customer and coverage decisions. It shows the insurance industry's growing interest in using AI to boost efficiency while keeping people in control. By bringing these platforms together, the integration could make it easier for brokers, insurers, and small business customers to work together. Impact on the life insurance sector. The global life insurance market size was estimated at USD 8.25 trillion in 2025 and is predicted to increase from USD 9.01 trillion in 2026 to approximately USD 19.36 trillion by 2035, expanding at a CAGR of 8.9% from 2026 to 2035. According to Precedence Research, the rising expansion of the middle class in emerging sectors might result in greater use of AI in the insurance sector, particularly in the areas of commercial quoting and policy processing. Insurers could experience a decrease in the number of manual procedures and faster sharing of information between different platforms. When these technologies develop further, businesses will need to find better methods for ensuring data accuracy, security, compliance, and accountability. This transition indicates a trend towards AI systems that carry out specific insurance tasks and provide information. Impact on the insurance brokerage sector. The global insurance brokerage market size was estimated at USD 342.92 billion in 2025 and is predicted to increase from USD 374.50 billion in 2026 to approximately USD 818.12 billion by 2035, expanding at a CAGR of 9.08% from 2026 to 2035. According to Precedence Research, due to consumer demand for customized insurance plans, insurance brokers may spend less time on repetitive quoting and navigating systems. Faster workflows could assist brokers in responding more quickly to small business clients. With automated communication between platforms, brokers can handle customer requests more quickly and focus on coverage discussions and building relationships. Additionally, brokers will need to check information carefully and make sure automated processes lead to accurate quotes and the right coverage choices. Impact on the insurtech sector. The global insurtech market size is calculated at USD 36.05 billion in 2025 and is predicted to increase from USD 50.03 billion in 2026 to approximately USD 739.69 billion by 2035, expanding at a CAGR of 35.27% from 2026 to 2035. According to Precedence Research, small businesses may find it easier and faster to buy insurance as AI helps move quoting information between platforms. Quicker workflows could mean less waiting and make it simpler for customers to get insurance options from their brokers. This technology may be especially helpful for straightforward commercial risks. Still, the benefits for customers will depend on having accurate information, good coverage choices, fair prices, and the right amount of human involvement during the process. Expert opinion. From an expert point of view, this development marks a key step in how the insurance industry is using AI. Instead of just acting as a separate assistant, this integration shows that automated systems can help across diversified insurance platforms. For brokers, the main advantage could be having more time to focus on customers by replacing routine tasks. Its real value will depend on whether it can reliably minimize paperwork by keeping things accurate, secure, and properly reviewed by people. If this approach works well, Precedence Research may see more of these connections in commercial insurance, especially where quoting is frequent and standardized.

Business Wire
Sep 25th, 2026
Thimble and Bold Penguin launch AI agent integration to streamline small business insurance quoting

Thimble, a digital small business managing general agent, has partnered with Bold Penguin, the largest insurance distribution platform in the US, to launch an AI-powered integration for insurance quoting. The companies have developed technology enabling their systems to autonomously discover, communicate, and execute small business quoting tasks using AI agent-to-agent technologies. The integration allows Bold Penguin users to quote and bind coverage using natural language supported by AI. The solution is designed to support broker expertise rather than replace it, giving producers a faster way to serve clients within their existing workflow. Thimble, owned by Arch Capital Group, aims to make small business insurance faster and simpler whilst maintaining human oversight and decision-making in the process.

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