Our History

What Brought Us Here

2013 — Early Bitcoin Believer

Brian makes his first Bitcoin investment at $230, cementing his position as a BTC OG, long before mainstream adoption.

2014 — Tim Draper Buys Big

Tim Draper purchased 30,000 bitcoins which had been seized from the Silk Road by the US Marshals service and auctioned to the public

2017 — The Jack Dorsey Cultural Signal

Jack Dorsey, then CEO of Twitter and Square, begins publicly advocating for Bitcoin, helping signal BTC’s legitimacy to Silicon Valley and Wall Street alike.

2018 — The Spark for a Tax-Advantaged Vision

After Bitcoin’s dramatic price increase, Brian realizes the importance of tax-advantaged strategies for long-term BTC investing. He pioneers a unique approach using LLCs, trusts, and self-directed Roth IRAs to buy and HODL Bitcoin in cold storage — tax-free.

2019 — Launch of The Pearl Fund

Brian launches The Pearl Fund, the first tax-free early-stage venture capital firm in the U.S. built around the IRS’s Opportunity Zone program (part of the Tax Cuts and Jobs Act). A major innovation in Bitcoin and VC tax planning.

2020 — Michael Saylor buys $250M of BTC

At MicroStrategy, ushering in the corporate Bitcoin treasury era.

2022 — Bitcoin Mining Goes Tax-Free

The Pearl Fund makes tax-free investments into Bitcoin mining operations strategically located in federally designated Opportunity Zones.

2024 — First Tax-Free Bitcoin OZ Business

Brian establishes the country’s first Bitcoin Opportunity Zone Business, enabling Pearl Fund investors to participate in tax-free BTC investing and business ownership at the intersection of Web3 and public policy.

2024 — U.S. Bitcoin Spot ETFs Launch

Marking a major milestone in institutional adoption.

2025 — Tax Free BTC

Launched USA’s first tax-free Bitcoin fund.

Introducing the Pearl Bitcoin Fund

With the launch of Pearl BTC, we’re bringing our disciplined approach to a new frontier: Bitcoin.

As the first tax-free Bitcoin fund, Pearl BTC allows accredited investors to reinvest capital gains into Bitcoin and eliminate future capital gains taxes—through the same IRS-backed strategy we’ve used to build lasting investor value across our prior funds.

See If You Qualify

Interested in investing in BTC tax-free? Answer the following questions and if you meet the IRS’s requirements our team will follow-up with a video conference call