How the Wealthy Avoid Taxes: Five Tax Advantages You’ve Probably Never Used.
Everyone argues about income tax brackets but that debate misses the point. Explained for all of us to 'get it.' No economics degree required to understand.
The Real Ways the Wealthy Avoid Taxes, It's Not Just the Tax Rate:
Every time tax fairness comes up, the focus is always on rates and brackets…who pays 22%, who pays 37%, who got a cut? But that’s only a piece of the puzzle, a minor piece for the wealthy.
The real story? The wealthiest Americans play a whole different game. Their tax advantage isn’t just about how much they’re taxed. It is more about how income is defined, what counts as taxable, and when taxes liability is triggered (or not).
Here are key five key tax advantages that show how the wealthy legally shrink their tax bills, sometimes to zero.
1) Capital Gains Protect the Wealthy’s wealth.
Wealthy Americans don’t live off paychecks. They live off their wealth…assets, stocks, real estate, private equity.
Those gains, if they sell?
• Taxed at just est. 20% (or even 0% in some cases).
• Much lower than ordinary income taxes.
• Easy to delay or avoid by never selling.
This is how billionaires “make” money without ever “earning” income.
And if they never sell?
They borrow against (not sell) these assets to fund their lifestyles resulting in no taxes due.
Then they pass those assets to heirs, who get a step-up in basis, a tax term meaning no taxes ever paid on decades of gains.
It’s not a loophole. It’s the system.
2) How the Wealthy Get Cash Without Income. Borrowing Against the Assets:
Those that own a lot of stock, real estate, or other assets don’t sell the asset when they need cash. They use their assets (wealth) as collateral…to borrow against them.
• This avoids capital gains tax due (yet they get the cash generating benefit of the asset).
• Loans for the wealthy come with low interest (compared to rates you and I pay).
It’s income without income. And it is how billionaires live tax-free while holding $0 in taxable salary.
3) Pass‑Through Businesses. The Wealth Shifters
Many wealthy Americans earn income through ‘pass-through entities.’ partnerships, LLCs, and S‑corporations instead of traditional wages. Here is how that works…
• Hide what looks like wages. By classifying payments as ‘business income,’ they avoid payroll taxes (Social Security and Medicare) saving up to 15% on income that looks like, smells like, compensation for work.
• Income splitting among family. They can route profits through spouses or adult children in lower tax brackets.
• Aggressive deductions & write-offs. They expense their luxury cars, travel, home offices, or maybe even doggie day care, claiming them as business expenses. These reduces their taxable income.
• Extra break from 199A deduction:
The 2017 tax law allowed up to 20% off qualifying ‘pass-through income.’ That means a business owner in the highest bracket can slash their tax rate.
This isn’t by accident, it’s designed that way, giving the ultra-rich a private tax system hidden in plain sight.
4) Corporate Tax Cuts. Fuels Shareholder Wealth.
Lower corporate taxes higher company profits. But where do those profits go?
• Stock buybacks that boost share prices, enriching shareholders.
• Dividends that mostly go to the wealthy, taxed at lower capital gains rates.
• Executive bonuses cash and stock based, increasing their own wealth.
• Worker wages? Flat for decades.
In 2017, the Trump tax law slashed the corporate rate from 35% to 21%.
Who benefits most? Not workers. Not small business. Shareholders and executives do.
And since the top 10% own over 85% of all stocks, it’s a direct wealth transfer upwards.
5) Estate Planning: Keeping Wealth in the Family…Forever.
The ultra-wealthy use trusts and legal loopholes to pass down fortunes without paying taxes. By locking assets into carefully designed structures, they avoid estate taxes, income taxes, and even capital gains…sometimes for generations.
The goal? Keep the money. Avoid the tax. Outsmart the system.
The Real Tax Inequality.
You can’t close the tax gap just by tweaking marginal rates. Not when the top 0.1% can:
· Avoid income.
· Borrow against assets.
· Reclassify earnings.
· Ride long-term, cash generating gains.
· Pass wealth on untaxed.
To restore fairness, we must stop pretending income tax brackets are the whole story.
George
Econ Without the Ego.