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 12 of 88
The best law firms for wealth management do something your financial advisor cannot: they create legally binding structures that remove assets from your taxable estate, shield them from creditors, and transfer them across generations with minimal friction. For estates above $5 million, the differenc
Charity golf tournaments generate hundreds of millions of dollars annually for nonprofits, according to the National Golf Foundation, but most participants claim far less than they're entitled to, or claim amounts the IRS won't support. The deductibility rules are specific, the documentation requir
If you have $5M or more in investable assets, the question isn't whether you need a director of wealth management. It's whether the one you have (or are considering) is actually earning their fee. At this level, the difference between a skilled wealth director and a generalist advisor isn't measured
Business loan interest is generally tax-deductible. The principal is not. That two-sentence summary is where most articles stop, and where the real planning begins. If your business clears $30 million in average annual gross receipts, a federal cap on interest deductions may already be limiting what
The short answer: no. Death benefits paid to a beneficiary are excluded from gross income under IRC Section 101(a). Capital gains tax does not apply to life insurance payouts received upon the insured's death. The scenarios where taxes actually bite are policy surrenders, withdrawals, and life settl
The ATO capital gains tax calculator is a starting point, not a strategy. If you're sitting on a $2M investment property or a concentrated share portfolio worth several million dollars, the difference between a well-timed disposal and a poorly structured one can easily exceed $200,000 in tax. This a
The short answer: sometimes, partially, and almost never through Schedule A if you earn what this audience earns. Concierge medicine tax deductibility is genuinely complex, and the standard advice you'll find elsewhere is written for W-2 earners bumping against the 7.5% AGI floor. If your AGI is $50
Under IRC Section 121, single filers can exclude up to $250,000 in home sale gains from federal tax; married couples filing jointly can exclude up to $500,000. If your primary residence has appreciated well beyond those thresholds, the planning decisions you make before listing will determine whethe
Capital gains tax revenue by year tells you more about the U.S. economy than almost any other single data series. It swings 50% in a bad recession, doubles in a bull market, and concentrates almost entirely in the hands of a few hundred thousand taxpayers. According to the Tax Policy Center, capital
Cross border tax planning is the discipline of structuring international income, assets, and business operations across multiple jurisdictions to reduce total tax liability while remaining compliant with every country's rules. For individuals with $5M+ in assets, this is not optional sophistication.
The short answer: no. The 401k capital gains tax question trips up a surprising number of high earners, but the mechanics are straightforward once you understand them. Distributions from a traditional 401(k) are taxed as ordinary income, not as capital gains. The more consequential question is how m
Wealth management fees are not a rounding error at high net worth levels. On a $10M portfolio, the difference between a 1.0% and 0.50% AUM fee is $50,000 per year. Compounded over 20 years at a 7% gross return, that differential alone represents approximately $2.1 million in foregone wealth. That is