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Grayscale Investments has significantly strengthened its leadership and board structure as it enters a new growth phase, marking a strategic shift to enhance its competitive edge in the evolving crypto investment landscape. The firm reappointed its founder, Barry Silbert, as chairman of the board, while hiring four seasoned executives from leading traditional finance institutions such as
, Apollo, , and Citadel. These additions include Diana Zhang as chief operating officer, Ramona Boston as chief marketing officer, Andrea Williams as chief communications officer, and Maxwell Rosenthal as chief human resources officer [1].Founded in 2013, Grayscale remains one of the most established crypto investment firms, having pioneered the first publicly traded Bitcoin investment vehicle in the U.S. through its Grayscale Bitcoin Trust (GBTC), which started trading in 2015. The company now manages over $35 billion in assets across four crypto ETFs, including newly converted spot Bitcoin and Ether products [1].
Silbert’s return as chairman coincides with a period of heightened competition in the crypto ETF market. Grayscale faces increasing pressure from newer entrants such as
and Fidelity, whose spot Bitcoin ETFs charge significantly lower fees. Despite this, Grayscale’s GBTC remains the highest revenue-generating Bitcoin ETF, earning $268.5 million annually through a 1.5% fee—up to six times the rate of its competitors. However, the product has seen over $21 billion in outflows, reducing its market share to around 5% of the U.S. spot Bitcoin ETF market [1].Silbert expressed confidence in Grayscale’s long-term prospects, stating, “When I founded Grayscale in 2013, we saw an enormous opportunity to pioneer a new model for accessing and investing in digital assets. Today, I continue to have deep conviction in the company’s long-term positioning and in the leadership team guiding it forward” [1].
The trend of hiring traditional finance professionals is not unique to Grayscale. Other crypto firms such as Kraken and
have also expanded their teams with experts from Wall Street. In 2024, Kraken appointed Gilles BianRosa, previously from neobank N26, as chief operating and product officer, and Marcus Hughes, with experience at and Coinbase, as global head of regulatory strategy. Meanwhile, Galaxy Digital hired Tony Paquette, former CFO of Point72 and ex-JPMorgan executive, as chief financial officer in late 2024. The firm also secured a UK derivatives trading license in early 2025 and expanded its operations in London to better serve global institutional clients [1].These moves reflect a broader shift in the crypto industry as firms seek to bridge the gap between digital assets and traditional financial markets. With a wave of pro-crypto legislation and increasing regulatory clarity in the U.S., companies are preparing for broader mainstream adoption by building credibility and operational robustness through experienced leadership [1].
Source: [1] Grayscale Wall Street veterans Barry Silbert chair (https://cointelegraph.com/news/grayscale-wall-street-veterans-barry-silbert-chair)

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