Knowledge Base
Tax strategy, healthcare before Medicare, the post-FIRE identity shift, and the financial decisions that get more complicated after you stop earning.
1054 articles — page 14 of 88
The Cayman Islands imposes zero capital gains tax. No income tax, no corporate tax, no inheritance tax. For non-US investors who can genuinely establish residency there, that zero is real and material. For US citizens, it is largely irrelevant, and that distinction is the most important thing this
Most buyers closing on a $5M Manhattan apartment assume the mansion tax works like a property tax: painful, but at least partially deductible. It doesn't. The IRS treats most mansion taxes as transfer taxes, which means they get capitalized into your cost basis under IRC Section 1012, not deducted i
IUL premiums are not tax-deductible for individuals. That is the short answer. The longer answer is that IUL tax deductibility is the wrong thing to optimize for. The real tax story with indexed universal life insurance sits in the accumulation phase, the distribution phase, and the estate transfer,
Capital gains tax on vacation homes is one of the most mishandled tax issues for high-net-worth property owners, and the mistakes are expensive. The IRS classification of your property determines which rules apply, what deductions you can take, and how much of your gain you'll owe at sale. Get the c
Your advisor's communication habits are a direct proxy for how seriously they take your account. Not the pitch deck they showed you at onboarding, not the quarterly letter signed by the CIO. The actual cadence, depth, and specificity of what lands in your inbox or gets discussed in your annual revie
Museum memberships and tax deductions intersect in a way that most retail tax guides get wrong. The short answer: yes, a portion is often deductible, but only the amount exceeding the fair market value of benefits you receive. For high-income taxpayers who itemize, that distinction matters more than
The standard advice on capital gains tax on stocks is written for someone with a $200K brokerage account. If you're sitting on a concentrated position worth $5M or more, the math looks different, the strategies are more complex, and the cost of getting it wrong is measured in seven figures. Here's w
Sell a $3M investment property in California without planning, and you could write a check to the government for over $900,000. That's not a hypothetical scare tactic. It's the math when you stack a 20% federal long-term rate, 3.8% Net Investment Income Tax, 25% depreciation recapture, and Californi
International tax planning in Singapore starts with a 17% headline corporate rate, zero capital gains tax, no inheritance tax, and a network of over 90 double taxation agreements. For non-US passport holders especially, the structure is genuinely compelling. But the gap between the rate sheet and a
Most surrogacy expenses are not federally tax-deductible. The IRS has no statute that explicitly covers surrogacy costs, and the case law that does exist cuts against intended parents in most scenarios. That said, a narrow slice of qualifying medical expenses may survive scrutiny under IRC Section 2
UBS Global Wealth Management is the world's largest wealth manager by assets under management, but size alone doesn't answer the question that matters to you: is it the right firm for someone at your level? This article covers account minimums, fee structures, tax strategies, and how UBS stacks up a
Italy's inheritance tax is, by international standards, remarkably light. The Agenzia delle Entrate applies rates of 4%, 6%, or 8% depending on your relationship to the deceased, with a €1 million per-heir exemption for spouses and direct descendants. For a reader with a €10 million Italian property