Grayscale Investments, LLC is an American digital currency asset management company and subsidiary of Digital Currency Group founded in 2013 and based in Stamford, Connecticut.

Grayscale was founded in 2013, launching a bitcoin trust that year. In 2015, the company became a subsidiary of Digital Currency Group. The same year, Grayscale Bitcoin Trust (OTCQX: GBTC) began trading over-the-counter on the OTCQX market, becoming the first publicly traded bitcoin fund in the United States. The company charged higher than average fees compared to similar exchange-traded funds (ETFs), but said the fees were to cover the costs of trading bitcoin. Grayscale sought to turn GBTC into an ETF in 2017, but voluntarily withdrew the application following negative remarks from the SEC.

In 2017, Grayscale launched two additional cryptocurrency investment funds which held Ethereum Classic and Zcash. The following year, the company launched its fourth cryptocurrency fund, the Digital Large Cap Fund (GDLC), initially holding bitcoin, Ether, Litecoin, Ripple, and Bitcoin Cash. GDLC began trading publicly in October 2019. GBTC became an SEC-reporting bitcoin investment fund in 2020.

In 2021, the company added Grayscale Solana Trust to its portfolio. The company managed digital assets totalling $50 billion.