Brian P. Phillips (@BrianPPhillips) header
Brian P. Phillips (@BrianPPhillips) profile picture

I help US Bitcoin investors maximize returns by eliminating taxes legally | Posts on Bitcoin, Tax Efficiency, and Portfolio Growth | Forbes Top 10 Fund Manager

NYC
Joined December 2018
Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)Photo by Brian P. Phillips (@BrianPPhillips)
I get asked why not just buy the Bitcoin ETF? Fair question — here's the honest comparison. ETF: clean exposure, fully taxed at sale. Self-directed IRA: contribution caps, distributions taxed, age restrictions. Charitable trusts: defer, don't eliminate. The OZ structure is the only vehicle where Bitcoin's appreciation itself exits tax-free — with unlimited contribution size, no age rules, and tax-free growth through 2047. Each tool has its place. Only one erases the capital gains.
1
39,174
A good newsletter that has some real thought in it and isn’t just repeating the past week’s news.
1
2
562
September 11th, 2001 started like any other Tuesday. Paul was alone in his real estate office on the 33rd floor of the World Trade Center. He had windows facing north toward the Empire State Building. An important presentation that morning. Secondary market trading deals.
1
1
3
71
On this day September 11, I would like to tell the story of Paul Saint-Pierre my good friend and co-founder of the Pearl Bitcoin Fund. Paul was on the 33rd floor of Tower 1 when the first plane hit. He heard it coming before impact. The building torqued so violently he thought it might snap in half. Bis his first instinct wasn't to run. Rather, he prepared to save some important company records and to finish a PowerPoint presentation for a important business meeting that day. This is his story: 🧵 @SaintPierreBTC
1
2
1
2
229
Brian P. Phillips retweeted
The @bitcoinjawn connections never fail. Well done @BrianPPhillips and @alecbeckman_AB
NEW: Hold Bitcoin 10 years. Take the gains out tax-free. Psalion's Tim Enneking and @AlecBeckman_AB sit down with @BrianPPhillips of the Pearl Bitcoin Fund. 📌Moving lower cost basis BTC into the tax free envelope 📌Trust Structures 📌Tim's tax advice for Saylor Watch ⚡️
1
4
79
An overlooked fact in crypto tax planning: the wash sale rule doesn't apply. Stocks: sell at a loss, rebuy within 30 days, loss disallowed. Crypto: classified as property, so today you can sell underwater positions, harvest the loss, repurchase immediately — keeping exposure while banking losses that offset gains elsewhere. Sophisticated investors pair the two moves: harvest losses to cut this year's bill, roll a separate gain into tax-free growth. Congress may close this — timing matters. Talk to your tax advisor.
2
117
The first question every serious Bitcoin investor asks: who holds the keys? Ours: @Anchorage Digital — the only federally chartered crypto bank in the U.S., custodian to ETFs and governments. Segregated accounts, annual audits, and a public wallet address anyone can verify on-chain. Fund administration by @HC_Global_FS; tax by @Deloitte. In this asset class, "trust me" isn't good enough. Trust, then verify.
1
120
Before anyone trusted us w/ Bitcoin, they trusted us with something harder: being first. First OZ business fund in the United States. Then a Forbes Top 10 OZ fund manager. Two OZ venture funds backing companies from energy analytics to workforce tech. That decade of firsts is the foundation under the Pearl Bitcoin Fund — same team, same discipline, same statute, new asset.
1
119
Sold real estate, a business, stock, or crypto recently? A 180-day IRS clock started that day. Miss it and your capital gains tax is locked in forever. Check your exact deadline: thepearl.fund
112
A $1M gain in Bitcoin at 25%/yr becomes $9.3M in a decade. In a taxable account, the IRS takes $1.97M of that. Through the right structure: $0. Illustrative — run your own number at thepearl.fund. For accredited investors.
1
130
"This isn't a loophole. Opportunity Zones were written into the tax code in 2017 and made permanent in 2025. We were among the first to apply IRC §1400Z to a business — and the first to apply it to Bitcoin."
1
136
Bitcoin's full upside. Zero capital gains tax. Not an ETF, not an IRA, not a trust — a structure written into the U.S. tax code that eliminates capital gains on Bitcoin's appreciation after 10 years. For accredited investors. thepearl.fund
1
88
A great conversation all about the Pearl BTC Fund and how to use the US Tax law to avoid paying any capital Gains tax on your BTC.
NEW: Hold Bitcoin 10 years. Take the gains out tax-free. Psalion's Tim Enneking and @AlecBeckman_AB sit down with @BrianPPhillips of the Pearl Bitcoin Fund. 📌Moving lower cost basis BTC into the tax free envelope 📌Trust Structures 📌Tim's tax advice for Saylor Watch ⚡️
1
6
101,445
Looking forward to tomorrow's Bitcoin Treasuries Unconference in NYC. Companies with billions of Bitcoin in their treasuries will be there. And our logo will be on banners next to the stage. Long-term holders who could benefit from tax-free structures. We can make all that growth tax-free.
1
2
149
Believe it or not “Great” was made possible in the TCJA in 2018 It requires you pay the tax going in a qualifying IRS 1400Z fund and there are no capital gains taxes no matter how large your gains after 10-years. We’ve specialized in this tax structure since 2019.
2
1
1
1
392
Check out Factorial Battery. It’s going public next week. Drones need batteries and DoD will only use non China suppliers which supply 70% of the market. Factorial is US company and has solidstate technology so the drones fly further, last longer, charge faster and can fly higher as the cold does not impact them. They also have Mercedes, Stellantis and Kia/Hyundai and IQT (DoD) as investors
Intelligence sources say Cuba has lined up 300 attack drones within range of US soil. The US is now wide open to a drone strike, so Trump is about to fund defense companies that can build the protection against it. 8 stocks I believe positioned to win those contracts:🧵
1
124
You nailed it!! We have been running OZB funds since 2019. Doing BTC in an OZ takes some very precise implementation. One must be an active trade or business proving they are creating employment. We do that in our Pearl BTC company based in Harlem. thepearl.fund
Replying to @saylordocs
He could also sell the $5Mil in bitcoin, invest it into an opportunity zone--hold the resulting asset for 10 years and walk away with ZERO taxes. So, for those looking for diversity--there ARE other paths.
200
Headed to the Bitcoin conference in Vegas. DM me if you want to meet up.
2
147