Freestyle is an early-stage venture capital firm with over $565M+ AUM and investments in over 125 technology companies including Airtable, Intercom, Patreon, and BetterUp. General Partners David Samuel and Jenny Lefcourt are serial entrepreneurs and business operators with more than 25 years of technology experience.  Freestyle was founded in 2009, being one of the first firms to specialize exclusively on seed-stage companies, be composed of founders turned VCs, and proactively work to improve diversity in the industry.

Freestyle Capital

Greenlight Re (www.greenlightre.ky) is a specialist property and casualty reinsurance company based in the Cayman Islands and Ireland.  The company provides a variety of custom-tailored reinsurance solutions to the insurance, risk retention group, captive and financial marketplaces.  Established in 2004, Greenlight Re selectively offers customized reinsurance solutions in markets where capacity and alternatives are limited.  With a focus on deriving superior returns from both sides of the balance sheet, Greenlight Re's assets are managed according to a value-oriented, equity-focused strategy that complements the Company's business goal of long-term growth in book value per share.

Greenlight Reinsurance

Costanoa Ventures leads Formation, Seed, and Series A stage investments in companies that change the way the world does business.

Costanoa Ventures

MGV is an early-stage venture capital fund that focuses on opportunistic investments in North America, Latin America, and Israel. The fund backs a limited number of founders per year in order to provide the highest level of counsel and advocacy. MGV brings unmatched, scalable sales support with genuine mentorship and guidance to early-stage startups, with the unique-to-seed intention that the portfolio companies realize their full potential. MGV looks for founders with infinite drive, humility, the capacity for leadership, and most importantly, the energy that motivates the people around them.

Founded in 2015, CSC Upshot Ventures is an early-stage venture fund focusing on providing seed capital to technology companies at scale. The firm seeks to invest in companies operating in the enterprise, artificial intelligence, healthcare, Fintech, and the marketplace. In close partnership with AngelList, CSC Upshot Ventures built a new model of venture investing based on the needs of founders, investors, and startup communities.

CSC Upshot

Cota Capital is an SEC-registered multi-stage investment firm focused on private and public enterprise technology companies. Cota has invested in more than 100 private and public technology companies since inception. Cota’s overall Mission is to deliver impactful outcomes through principle-guided investment in modern enterprise technologies.

Cota Capital

Startup Capital Ventures is an early-stage venture capital firm investing in the enterprise. Based in Silicon Valley, we focus on early-stage companies that require relatively small amounts of capital to achieve success.  The firm leverages its investments with unparalleled operations experience from a team of seasoned professionals. Generally, we target capital efficient companies, such as software, that are generating some revenue and can show likelihood of reaching near-term profitability. We focus on investing in strong management teams, not just technologies and strive to build a supportive working relationship with their companies based on flexibility, integrity, and patience. We know firsthand the hard work and challenges of building successful companies.  Our extensive network of strategic contacts and their presence makes a difference in how rapidly our companies achieve critical milestones.  Our geographic focus is principally Silicon Valley as well as Hawaii, Texas, and Oklahoma, where the firm has extensive relationships.

Startup Capital Ventures

Maiden Holdings, Ltd. (Nasdaq: MHLD) is a Bermuda-based holding company focused on providing non-catastrophic specialty property and casualty reinsurance products through our subsidiaries, which are each rated A- (excellent) by A.M. Best. Our specialized model is focused on building long term, partnerships with our clients as we provide specialty reinsurance products for the global property and casualty market, and excess property insurance in the United States. Our experienced teams utilize a detailed underwriting process, which includes risk and exposure analysis, actuarial review and auditing to ensure proper alignment of risk.

Maiden Holdings

Family Office ~ Venture Investment Division

North West Quadrant Ventures ( NWQ Ventures)

They bring decades of experience with a hands-on approach to working closely with start-ups. Their investment and support team leverages deep technical, entrepreneurial and venture experience to help their companies succeed. Their network includes some of the brightest minds in health, machine learning, enterprise technology, mobility, robotics, hard sciences and biology.

AV8 Ventures

Markd is a venture capital company focused on funding and partnering with transformative Insurtechs.

Markd

Glow

Glow is an insurance company that aims to transform insurance to better protect people. The company is working toward holistic coverage for work, life and everything in between. Glow was founded in 2018 and based in San Francisco, California.

<div>Glow provides digital insurance solutions for small businesses. The company primarily focuses on workers&rsquo; compensation insurance, covering areas such as disability, accidental death, and income loss. It utilizes advanced data analytics and automation to provide tailored insurance products to small businesses.&nbsp;</div>

Simplifying the insurance experience for businesses using technology

InsurTech: Commercial Lines

<div>
 
 Glow provides digital insurance solutions for small businesses. The company primarily focuses on workers&rsquo; compensation insurance, covering areas such as disability, accidental death, and income loss. It utilizes advanced data analytics and automation to provide tailored insurance products to small businesses.&nbsp;
 
 
 Glow's platform employs advanced algorithms to analyze factors such as job codes, enabling them to more accurately assess the risk profile of a business and offer tailored policies. This approach ensures that small businesses receive cost-effective coverage without overpaying for unnecessary coverage. Furthermore, Glow's platform continuously monitors the insurance needs of its clients, ensuring that their coverage remains up-to-date and aligned with any changes in their business, such as fluctuations in the number of employees or shifts in employee roles.
 
 
 Key customers and partnerships&nbsp;
 
 
 Glow has partnered with several insurance providers to broaden and expand its customer reach. As part of an ongoing partnership, Chubb underwrote Glow's insurance policies (June 2024).
 
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Next Insurance provides digital insurance solutions tailored specifically for small businesses. The company’s product offering includes a range of insurance policies, including general liability, professional liability, commercial auto, and workers’ compensation. The company leverages AI and machine learning to streamline the insurance process, claiming to process policy requests within 10 seconds. It incorporates factors such as risk level, location, and other business-specific factors to provide policy proposals.&nbsp;In March 2021, Next Insurance acquired AP Intego, a digital agency specializing in small business commercial insurance. The acquisition was intended to expand Next Insurance’s reach to more customers in new business classes. In December 2020, the company acquired Juniper Labs, a startup that automates underwriting for sellers insurance to small businesses, to expand its product offering.&nbsp;In October 2024, the company launched standalone&nbsp;<a href="https://sp-edge.com/updates/34864">professional liability coverage</a> for consultants, offering protection against risks such as errors and omissions, personal injury, and property damage. The coverage can be customized with options for extended reporting periods and prior acts coverage.Key customers and partnershipsAs of November 2023, Next Insurance reported around 500,000 active policyholders, spanning a diverse base of small businesses across various industries, from construction and retail to professional services and fitness.In March 2021, Next Insurance partnered with Amazon to offer insurance solutions to Amazon Prime Business members, providing tailored insurance coverage through the platform​​.&nbsp;In September 2023, Next Insurance partnered with Bold Penguin, an integrated digital solution platform that offers commercial insurance. Through this collaboration, independent insurance agents can access Next Insurance's tailored policies for small businesses, expanding the company's distribution channels.In November 2023, Next Insurance partnered with Allstate and Allianz X. The partnership with Allstate provided Next Insurance’s products to Allstate’s customers and collaborated on developing a new product for commercial auto insurance. The collaboration with Allianz X aimed to strengthen Next Insurance’s reinsurance relationship with Allianz X.In March 2024, it partnered with Tensorflight, a property intelligence platform, to leverage Tensorflight’s property data and risk models to enhance Next Insurance’s underwriting process.&nbsp;

Next Insurance

<div>
 
 Pie Insurance primarily provides workers' compensation to small businesses via an online platform. Pie Insurance uses data and analytics to offer tailored and cost-effective coverage. In addition, Pie Insurance offers commercial auto insurance and a range of supplementary services and products. These include a solution that combines workers' compensation with payroll processing, risk reduction programs, and employer-extended coverages. The company also provides access to an online library of safety training modules and a return-to-work program to facilitate the recovery and reintegration of injured employees.&nbsp;
 
 
 By May 2022, the company had increased its annualized run-rate premium to nearly USD 300 million.
 
 
 In 2023, Pie Insurance transitioned from a managing general agent to a full-stack insurance carrier after it acquired American Insurance Company.&nbsp;
 
 
 Key customers and partnerships&nbsp;
 
 
 Pie Insurance primarily serves small businesses across various sectors, including construction, healthcare, and retail. The company provides its insurance products directly and through partnerships with local, regional, and national insurance agencies. In 
 <a href="https://sp-edge.com/updates/31431">
 July 2024
 </a>
 , the company partnered with Ford to launch a usage-based offering as part of the &quot;Ford Pro Insure&quot; program, a commercial auto insurance solution designed for Ford Pro vehicle fleets.
 
 
 
 As of September 2022, the company had partnered with over 2,800 agencies nationwide. As of May 2024, Pie Insurance has expanded its coverage to 38 states and the District of Columbia.
 
</div>

Pie Insurance

<div>
 
 Embroker offers a range of insurance products, including directors and officers insurance, employment practices liability, cyber, professional liability, and more. Its digital platform allows businesses to obtain quotes, manage policies, and handle claims online. The company uses predictive, data-driven underwriting models to automate underwriting and improve the accuracy of risk assessment. It claims that its algorithmic-based risk management reduces premiums for businesses by up to 20%.&nbsp;
 
 
 
 
 
 Key customers and partnerships&nbsp;
 
 
 Embroker specifically catered to funded startups, tech companies, law firms, and consultants and served over 40,000 customers as of May 2024.&nbsp;
 
 
 In July 2023, the company announced strategic partnerships with Dashlane, a security-first password management provider, and Cowbell, a cyber insurance provider for SMEs. Embroker aimed to enhance customer security using Dashlane&rsquo;s cyber protection services and expand its cyber liability offering by providing Cowbell Cyber Insurance to existing and prospective customers.&nbsp;
 
 
 In November 2023, the company entered into a strategic partnership with Ascend, a provider of financial operations automation software for insurers. Through this partnership, Embroker aimed to leverage Ascend&rsquo;s technological capabilities to improve operational efficiency and optimize its risk management process.
 
 
 
</div>

Embroker

<div>
 
 Foresight Commercial Insurance (Foresight) focuses on providing workers' compensation insurance specifically designed for safety-critical industries, such as construction, manufacturing, agriculture, and landscaping. The company&rsquo;s approach leverages data-informed underwriting and safety engagement tools to offer tailored insurance solutions​. Foresight claims to differentiate itself through its proprietary safety technology platform, Safesite, which aims to reduce workplace incidents by promoting a culture of safety and proactive risk management. Through this, the company claims to have reduced claims frequency by 17% on average as of August 2023.&nbsp;
 
 
 Key customers and partnerships&nbsp;
 
 
 Foresight serves a range of mid-sized businesses, particularly those in high-risk industries.&nbsp;
 
 
 In July 2023, Foresight partnered with CLARA Analytics, a leading AI platform for claims optimization, to implement CLARA's Triage module. This integration allowed Foresight to proactively manage claims, accelerate claim cycles, and collaborate effectively with third-party administrators (TPAs) in the event of workplace injuries.
 
 
 In November 2023, the company entered into a strategic partnership with QBE North America, allowing Foresight to write policies on QBE's paper, thus extending its reach and capacity and allowing the company to expand into new product lines. 
 
</div>

Foresight Commercial Insurance

<div>
 
 INSHUR is a digital insurance provider offering vehicle insurance coverage for on-demand drivers such as Uber and delivery drivers across the US, UK, and the Netherlands. It also provides insurance for TLC (Taxi &amp; Limousine Commission) in the US and private-hire drivers. The company's platform allows drivers to quote, purchase, and renew their policies entirely online through INSHUR's website or mobile app, eliminating the need for paperwork or lengthy phone calls. The company's proprietary data modeling technology enables dynamic real-time pricing and personalized insurance solutions for on-demand drivers. INSHUR's insurance offerings are tailored specifically for the on-demand economy, providing flexible coverage options that adapt to drivers' lifestyles and driving habits.&nbsp;
 
 
 In April 2023, INSHUR acquired American Business Insurance Services (ABI) for an undisclosed amount as part of its growth strategy to expand and scale its operations in the US. The acquisition resulted in INSHUR gaining immediate access to over 50,000 commercial vehicles across all 50 states.&nbsp;
 
 
 
 
 Key customers and partnerships&nbsp;
 
 
 In 2017, INSHUR entered a capacity agreement with Munich Re and introduced INSHUR 2.0, which is a completely digital insurance product for mobile devices, enabling users to obtain quotes and purchase insurance seamlessly.
 
 
 INSHUR established strategic partnerships with industry leaders such as Uber, expanding its on-demand insurance offerings to support livery drivers in key markets like Arizona, following successful deployments in New York City.
 
</div>

INSHUR

Startups that offer insurance covering financial losses from claims of injury or damage caused by the business’s actions or products, including general, product, and professional liability.

Startups offering auto insurance and usage-based insurance products specifically tailored for businesses, including fleet operators.

Startups that provide coverage to protect physical property, including business buildings, inventory, and contents.

Startups that provide coverage for medical expenses and lost wages incurred by employees injured or falling ill while on the job.

Startups offering insurance covering lost income and additional expenses incurred when a business is unable to operate due to covered perils such as fire, natural disasters, or other disruptions.

Companies in the turnkey and value chain infrastructure segments operate under a B2B SaaS

Infrastructure segments provide AI/ML-based products for carriers to use

Glow

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