9: Barry Silbert, $3.2 billion
Silbert has developed a broad cryptocurrency business as the founder of Digital Currency Group. The company owns Grayscale, which manages $28 billion in crypto assets, as well as CoinDesk, a popular crypto news and events website. DCG has invested in over 200 crypto companies through its subsidiaries. Before Bitcoin, Silbert sold stock trading business Second Market to Nasdaq for an undisclosed price in 2015.