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Tax Implications of Selling Crypto: A Complete Guide
Selling cryptocurrency in the United States is a taxable event, and the tax consequences are more complex than most investors realize when they first start trading. The IRS treats cryptocurrency as property, not currency, which means every sale, trade, or disposal triggers capital gains treatment that must be reported on your tax return. For casual investors with small holdings, this can be a manageable inconvenience. For high-net-worth individuals with large or long-held pos
Joy Oguntona
May 137 min read
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What Percentage of Net Worth in Crypto Is Reasonable?
It is one of the most common questions a crypto consultant hears from high-net-worth individuals, and one of the hardest to answer without context: how much of my net worth should be in crypto? The honest answer is that there is no single correct number. The right allocation depends on your financial situation, risk tolerance, time horizon, liquidity needs, tax position, and your actual understanding of what you are investing in. What there are, however, are frameworks, meani
Joy Oguntona
May 136 min read
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Best Crypto Custody Solutions for Family Offices in 2026
For a family office managing multi-generational wealth, custody is not a technical afterthought. It is the foundation on which every other crypto strategy rests. A single custody failure can be catastrophic and irreversible in a way that virtually no other investment risk can match. There are no chargebacks in crypto, no FDIC insurance, and no recovery mechanism if private keys are lost or stolen. This reality makes choosing the right custody solution one of the most conseque
Joy Oguntona
May 136 min read
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Hedging Strategies for Large Bitcoin Holders
Holding a large position in Bitcoin is a fundamentally different challenge than holding a small one. When your Bitcoin represents a meaningful percentage of your net worth, or the net worth of a family office, trust, or business treasury, the volatility that excites retail investors becomes a strategic liability that requires active management. A 40% drawdown that a small holder can wait out for two years becomes a potential balance sheet crisis or a forced sale at the worst
Joy Oguntona
May 136 min read
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