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Billionaire’s Crypto Playbook: 5 Reasons the Wealthy Borrow

Imagine you’re holding a significant Bitcoin position that’s now worth millions on paper. You need liquidity for a new investment or a major purchase, but selling even part of your position triggers a capital gains tax bill that can run north of 20% once you include the Net Investment Income Tax and any state taxes on top. For years, the ultra-wealthy have solved this exact problem with stock portfolios by borrowing instead of selling. That same playbook is now available for digital assets.

Borrowing instead of selling

Under current IRS guidance, specifically Notice 2014-21, cryptocurrency is treated as property. Borrowing against it is generally not a taxable event, because you still own the asset. Selling, by contrast, is a taxable disposition that triggers capital gains immediately. Borrowing lets you access cash today while your position keeps its long-term upside, with any tax liability on unrealized gains deferred rather than triggered.

How institutional lending differs from DeFi

A common fear with crypto lending is automated liquidation: many DeFi protocols use smart contracts that sell your collateral the moment it drops below a threshold, often at the worst possible time. Institutional lending through regulated partners generally works differently. A drop in collateral value typically triggers a call from a relationship manager, not an automated sale, which gives you time to add collateral, deposit cash, or pay down part of the loan before anything is forced to liquidate.

Qualified custody is the load-bearing piece

The other structural difference is custody. Regulated custodians, such as OCC-chartered institutions like Anchorage Digital, hold assets in segregated, bankruptcy-remote accounts, which limits counterparty risk: the danger that the platform holding your assets fails and takes your collateral with it. That’s a meaningfully different risk profile than depositing assets on an unregulated platform.

Conservative leverage is the point, not an afterthought

High-net-worth borrowers typically use conservative loan-to-value ratios, often 20% to 50%, specifically as a risk management tool. Take an investor with a $50 million Bitcoin portfolio who borrows $10 million, a 20% LTV. Even if Bitcoin fell 50%, the collateral would drop to $25 million and the LTV would rise to only 40%, still well short of a typical liquidation threshold. That buffer is what keeps a market downturn from becoming a forced, tax-triggering sale.

The proceeds from these loans typically fund real strategic uses: structuring property acquisitions, meeting capital calls for private equity funds without cash drag, funding business expansion, or executing tax-loss harvesting elsewhere in a portfolio. The underlying shift is a change in mindset, from selling appreciating assets to spend, to borrowing against them to build, while keeping the asset itself intact.

Educational only, not tax, legal, or investment advice. Check primary sources and speak with a qualified professional before making financial decisions.

Sources

    Jake Claver

    Written by

    Jake Claver

    Family office professional working on how substantial holdings are held, structured and passed on. Qualified Family Office Professional. Finance degree, University of North Texas. Board member, Arkansas Blockchain Council. Author of Wealth in Numbers and Infinite Banking for Crypto Investors.