How to Legally Reduce Your Taxes Like the Wealthy Do

May 7, 2025

When it comes to taxes, the wealthy often have a team of advisors to employ sophisticated strategies to minimize their tax liabilities legally. While some tactics are more complicated and require substantial assets, there are simple and cost-effective solutions for people who also would like to optimize their tax situations.

1. Leverage Tax-Efficient Investment Strategies

High-net-worth individuals often focus on investments that offer favorable tax treatments. For instance, they might prioritize long-term capital gains, which are taxed at lower rates than ordinary income. Additionally, investing in municipal bonds can provide tax-exempt interest income. Utilizing tax-loss harvesting—selling securities at a loss to offset gains—can also reduce taxable income Financial

2. Utilize Retirement Accounts Strategically

Maximizing contributions to retirement accounts like 401(k)s and IRAs can defer taxes and grow wealth over time. However, having all of your funds in future taxable accounts means paying more taxes in the future, and possibly at a higher rate if taxes increase. So, the wealthy often go a step further by converting traditional IRAs to Roth IRAs during low-income years, paying taxes at a lower rate and allowing for tax-free withdrawals later .MarketWatch+12Investopedia+12Schwab+12. This strategy can save a lot of money in future taxes, but must be done correctly to avoid getting taxed all at once or paying additional penalties.

3. Establish Trusts for Estate Planning

Trusts, such as dynasty trusts, are tools the affluent use to transfer wealth while minimizing estate and gift taxes. Since the current death tax is around $13,000,000 (for each spouse), creating complicated irrevocable trusts is generally not necessary. A simple revokable trust is often a great solution and does not have to be prepared by an estate attorney. Brightside Financial for example is able to help you with getting a revokable trust for a fraction of the cost of what an estate attorney would charge. The main objective in a revokable trust is getting your titled assets into the trust for an efficient transfer of assets upon death without the need to go through probate court.

5. Structure Income Through Business Entities

Forming entities like S-Corporations can allow business owners to split income between salary and distributions, potentially reducing self-employment taxes. This strategy, when implemented correctly, can lead to significant tax savings .Reddit+13Business Insider+13Reddit+13

6. Implement the “Buy, Borrow, Die” Strategy5. Structure Income Through Business Entities

Rather than selling appreciated assets and incurring capital gains taxes, some wealthy individuals borrow against these assets. Upon death, heirs receive a step-up in basis, effectively eliminating the capital gains tax on those assets .

7. Use Indexed Universal Life (IUL) to Grow Tax-Free Wealth Without Market Risk

Want a way to grow your money tax-deferred, access it tax-free, and leave a tax-free legacy for your family — all without the ups and downs of the stock market? That’s exactly what an Indexed Universal Life (IUL) policy can help you do.

✅ What Is an IUL?

IUL is a form of permanent life insurance that builds cash value based on the performance of a market index (like the S&P 500), without actually investing in the market. That means:

  • When the index goes up, your cash value grows (up to a cap).
  • When the market goes down, your policy is protected with a 0% floor, so you don’t lose money due to market volatility.

💰 How the Wealthy Use IULs Strategically

High-income earners and business owners use IULs to:

✔️ Build Tax-Free Retirement Income

The cash value inside an IUL grows tax-deferred and can be accessed through tax-free policy loans — creating a stream of income in retirement that doesn’t count as taxable income and won’t impact your Social Security or Medicare premiums.

✔️ Create a Private Reserve of Capital

IULs act as a personal bank, giving you access to capital (your cash value) that you can use for anything — business opportunities, emergencies, education, or even real estate — without selling assets or triggering taxes.

✔️ Shield Wealth from Market Downturns

Because IULs are indexed, not invested, your gains are locked in, and your principal is protected. This creates a safety net during recessions or bear markets.

✔️ Leverage for Growth

Some clients choose to leverage their policies by using premium financing, allowing them to fund a high-value policy using a lender’s money while preserving liquidity — a strategy that’s growing in popularity among successful professionals.

✔️ Pass on Tax-Free Wealth

The death benefit from an IUL policy passes to your beneficiaries 100% income tax-free, and when structured properly with a trust, it can even avoid estate taxes — preserving more of your wealth for the next generation.

8. Stay Informed and Plan Ahead

Tax laws are subject to change, and proactive planning is essential. Engaging with financial advisors and staying updated on legislative developments can help in adapting strategies to maintain tax efficiency

Further reading from Brightside Financial:

You do not need to be wealthy to use the same strategies the wealthy do. If you have questions on how Brightside Financial can help get you started, please contact us today to schedule a consultation.

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