Originally from Baltimore, Maryland, Kai attended the McDonogh School, before graduating with a degree in Finance from Villanova’s School of Business. Cunningham began his career on the Trading Floor at Goldman Sachs in New York City where his group managed relationships for the firms top 60 institutional clients across all asset classes before moving to Private Wealth Management in Los Angeles where his team managed over $2B for ultra-high net worth clients. He started Cunningham Capital, a family office focused on educating athletes, entertainers, and cultural influencers and helping them invest in early, growth, and late-stage venture capital deals. At 26, he co-founded Limited Ventures, a $150mm Venture Capital Fund & Platform backed by the Forbes Family, the Rockefeller Family, and the Costa Family, that is dedicated to closing the wealth gap by helping the culture co-invest with the billionaire families of the world, making him one of the youngest founders and managing partners of a fund of that size in the country. He has helped over 100 athletes and entertainers among other partners launch their own venture capital funds and participate in deals such as Airbnb, SpaceX, Turo, Lime, Zilch, Luminous, StatusPro, Lime, Coinbase, Pinterest, Lyft, DapperLabs,Portl, Impossible Foods, Kraken, Wish, Jackpocket, Theragun, ZenWtr, Snackpass, and Nobull. Kai is currently the Chair of the National Banker’s Association Next Gen Advisory Council. Cunningham was named Forbes 30 Under 30 in Venture Capital for 2023 and has been featured in Forbes, ESPN, and Wharton for his work in the space. He has also been a featured public speaker with Forbes and other organizations around the world such as Abu Dhabi & Africa.