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High Net Worth Tax Strategies

A lot of advice that claims to offer tax strategies for ultra-high net worth investors could really apply to anyone. That doesn’t mean it’s bad advice, but you need more than just the common wisdom. For those of you who have $5+ million investable assets that wisdom comes in part from great wealth management and tax advice from someone who will stick by your side for many years. 

If you are an ultra-high net worth investor who needs help with tax minimization, click here to read our guide on how to find a financial advisor who can help investors with over $10 million in liquid assets manage their taxes. At Pillar Wealth Management, we specialize in tax planning among other things. Our fiduciary advisory services can help you cut your costs as much as possible and grow your returns. Click here to arrange a free consultation with our wealth managers today.

We Are Different Because We Are Laser Focused On Helping You Achieve Financial Serenity Through Our Proven Comprehensive Goals-Based Planning & Investing Strategies.

The biggest Financial Planners' Mistake That Will Hurt Your Financial Security!
The biggest Financial Planners' Mistake That Will Hurt Your Financial Security!
How To Find Your GO-TO High Net Worth Financial Planner
How To Find Your GO-TO High Net Worth Financial Planner
How Pillar's High Net Worth Financial Planning Process Is Different
How Pillar's High Net Worth Financial Planning Process Is Different
Multi-Family Office For Ultra-High Net Worth Families
Multi-Family Office For Ultra-High Net Worth Families
Founder & Managing Member Pillar Wealth Management
Founder & Managing Member Pillar Wealth Management
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The truth is, there are certain high net worth tax strategies that apply almost exclusively to people like you, and we’re going to share seven of them in just a moment.

Be warned: This article is not for the faint of heart. These are advanced strategies, not the kind you often see in shallow blogs written by 24-year-old finance graduates.

Pillar Wealth Management has catered to high net worth and ultra-high net worth clients for thirty years. We’ve managed portfolios through the ups and downs of market cycles, including depressions. As fiduciaries, we put our clients’ interests first, and we work to protect your assets by leveraging the best tactics for your portfolio.

By using these seven tax strategies for our ultra-high net worth clients, we have been able to save them lots of money and thus improve their investment performance simply by reducing these unnecessary losses.

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Make the maximum contributions to retirement and health savings accounts. You should also maximize you tax credits and deductions and your charitable contributions.

Wealth managers are focused on growing your wealth and preserving it by maximizing returns on investments, but they also work to find the best ways for you to pay less in taxes.

They can reduce their taxes through charitable giving, maximizing their contributions to retirement and health savings accounts, and managing their asset allocation to control capital gains taxes.

You should have more than $100,000 in investible assets, at which point you may benefit from the advice of a tax and wealth manager who can help you choose investments for greater returns.

Look back over your last tax return and gather all the documents you may need this year as well. Make sure you have all the W2s and 1099s that include all of your income for the last year.

Consult a tax planner and your wealth manager to discuss how you can best reduce your taxes, not only this year, but also in the future by making adjustments to your investment plan today.

Try reducing your income, for example, by shifting assets or income to another family member. Shift when expenses will be applied and look at maximizing your deductions and tax credits.

You can reduce your taxes by maximizing your retirement and health savings accounts and giving more to charity. You can manage your withdrawals from your retirement accounts to control taxes.

There is no net-worth tax in the US, but wealth is taxed through property taxes based on the value of the property. There are estate and capital gains taxes and taxes on earnings from investments.

If you are a high net worth individual, then unless you are knowledgeable in tax law, you can benefit from the recommendations of a tax advisor who is an expert in tax minimization for the wealthy.

1. Minimize Use of Active Management for Brokerage Accounts

The more you trade, the more you’ll be taxed. Realized gains in a brokerage account get taxed when they get reported, which happens whenever a trade takes place. Actively managed brokerage accounts tend to trade frequently. For high net worth investors relying too much on active management, that leads to much higher taxes than you need to be paying, and it rarely leads to better investment performance.

wealth management tax planning

One of our clients came to us after generating $375,000 in realized capital gains in 2016 in her actively managed brokerage accounts from another firm. That led to sky-high taxes. The following year, we lowered her realized gains to 0, which reduced her taxes for that year by 30%.

Testimonial From Satisfied Clients

Does a 30% tax cut sound nice to you? She was quite pleased.

This is one of the most overlooked taxes that bites high net worth investors with frequently avoidable severity.

If you’d like to learn high net worth tax strategies – specifically as they apply to your portfolio – you’re encouraged to contact Hutch Ashoo, CEO and Co-Founder of Pillar Wealth Management. As a fee-only, independent, fiduciary financial advisor, he will share specific tax strategies applicable to you as a high or ultra-high net worth investor. You can get a deeper look at his approach by reading his book about how to protect your ultra-high net worth status, and it’s yours for free.

You can also read our guide on 7 Secrets To High Net Worth Investment, Management, Estate, Tax and Financial Planning.

2. Minimize the Use of Taxable Bonds

Like equities, taxable bonds produce capital gains every time the fund manager buys or sells securities, as this Fidelity article makes clear. You may also have to pay taxes on your gains when you sell your shares in the bond.

This is why, as this Investopedia article explains, taxable bond funds tend to be a bad deal – specifically for high-net-worth investors. Because you pay the highest tax rate, you stand to gain a greater tax reduction by focusing instead on municipal bonds. Dividends from municipal bonds are not charged with federal taxes, and they often incur no state taxes either.

In general, the higher your tax bracket, the worse taxable bonds become as an investment vehicle.

wealth management tax strategies

This is one reason why you can’t just look at the annual average rate of return when selecting a bond fund because those are pre-tax returns. A taxable bond with a 5% performance is probably a worse deal than a municipal bond with a 2.5% return – especially for high net-worth investors in high-tax states like California. If you need help finding a financial advisor who understands these nuances, click here to read our free guide.

Need High Net Worth Tax Planning and Investment Help?

Schedule a chat with CEO and co-founder Hutch Ashoo by clicking here

You don’t care when they graduated college or got their licenses and credentials. You don’t care when they began their career in financial planning.

You want to know how long they’ve been working with high-net-worth clients as a wealth manager.

Yes, everyone has to start somewhere.

But let’s get real:

No army puts a fresh-out-of-boot camp soldier in command of an entire mission.

Get a wealth manager with enough experience to set your mind at ease. Keep in mind that some firms may boast years of experience, but not every advisor on their team has the same amount.

Don’t take the risk.

Don’t risk ending up with a newer advisor managing your portfolio.

Answer You Want to Hear: At least 10 years. Answers may vary.

3. For High Net Worth Retirees: Send Your RMDs to Charity

Many high net worth retirees who are over 70.5 years old (prior to 2020) don’t need their Required Minimum Distributions from their retirement accounts. You have enough income from other sources still coming in, and this burdensome requirement does little but elevate your tax bill.

You can avoid this using a Qualified Charitable Distribution (QCD).

A QCD is a direct transfer of funds from your IRA custodian (such as Fidelity, Vanguard) to a qualified charity. This transfer counts as your RMD, up to $100,000, and thus keeps it from counting as taxable income. If your wealth manager isn’t giving you advice like this as you get closer to retirement, you might be wise to find a new one. Here’s a free guide to help.

You can also arrange a free consultation session and talk to one of our wealth managers.

4. Use Your Roth IRA Conversion Opportunities While You Have Them

Certain situations arise where converting your traditional IRA to a Roth can be done with lower-than-normal taxes owed. If you time your conversions well, you can remove substantial portions of your wealth from the RMD trap by the time you retire.

The reason is because money in traditional IRAs must be withdrawn – and taxed – beginning at age 72 (as of the year 2020), but money in a Roth does not.

When you make this conversion, you do owe taxes for it that year. But after the conversion, you will owe no taxes on all future gains.

And to be clear, there are many, many ways to go about this, and many variables to consider. To learn more about this, click here to order a free copy of our hardcover book, 7 Secrets To High Net Worth Investment Management, Estate, Tax and Financial Planning.


Knowing when your most tax-advantageous IRA conversion opportunities have come requires some awareness and is best done with the help of a wealth manager. For instance, suppose you have a down year in your income. That might be the year to do a large conversion because you can do so without bumping up to the highest tax bracket.

Today I was working with a client that retired in February and has plenty of liquid money to live on this year. We discussed using the Roth conversion on some of his retirement plans this year since we could control his taxable income. In future years his income will once again be high.

This is just one of many reasons to have a high net worth financial advisor in your corner. As CEO and co-founder of Pillar Wealth Management, a fee-only, independent, fiduciary financial advisory firm, I have 30+ years of experience and expertise helping high and ultra-high-net-worth investors. I can help you assess your tax situation and offer proven tax-reduction strategies that can have a significant impact on your wealth and improve your portfolio performance.

5. Be Smart with Your 401k and Defined Contribution Plans

When you begin to withdraw money from 401ks, traditional IRAs, and pensions after you turn 59.5, you avoid the early penalty but you will still be taxed. However, once you also start collecting Social Security, your income will increase even more.

Retirees think they should not touch their retirement plans until age 72 and live on the dollars invested in the brokerage accounts. This can be a big mistake.

One smart tax strategy for high net worth investors is therefore to take larger withdrawals from your 401k and other plans before you turn 72, and thus reduce your RMDs when they arrive.

A Hypothetical Example of this Tax Strategy


For instance, a 62-year-old with a $3,000,000 IRA/401k today, could leave the retirement plan to grow for 10 years and if he earns an assumed rate of 5% annually it would be worth $4,886,000. The new life expectancy rate at age 72 is proposed to be 29.1 years. This means the required minimum distribution at 72 would be $167,000. Add Social Security, pensions, and other income and you might find yourself planted in some of the highest tax brackets for the rest of your life.

However, if you take advantage of the Roth IRA opportunities and begin to take income from the IRAs at an earlier age, your RMD could be significantly less. As an example; at age 62 you live on some of the earnings from the 401k, instead of the brokerage assets, at age 72 the $3,000,000 IRA would only have an RMD of $103,000. And yes, there might be a chance you can have a lower tax bracket during retirement.

Also consider the IRAs are fully taxable to the heirs, and with the newly enacted SECURE ACT signed into legislation in December 2019, they must take it out over 10 years after your death and no longer can defer the taxes over their lifetimes. This is why wealth protection is an ongoing art and serious business. You have a lot to lose if you don’t pay attention!

Another set of strategies can be developed using trusts and other estate planning tools. Here are three such tax minimization strategies and several types of trusts you can make use of. These sorts of strategies give you other options besides just withdrawing the money, while preserving more control of what happens to your wealth.

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If you are interested in understanding these strategies in greater depth, click here to talk to one of our wealth managers today.

6. Don’t Leave Your Tax Deferred Accounts to Heirs

The IRS has a party whenever a high net worth individual dies and leaves their tax deferred accounts to their heirs. Letting this happen provides a windfall for the government that would be far better utilized if it stayed in your family, or went to an organization that aligns with your values.

This follows up on strategy 5 a bit, but when doing your estate planning, you want to do everything possible to avoid leaving money in tax deferred accounts to your heirs.

How you go about this depends in part on your goals and values. If leaving more money to your heirs matters more to you than minimizing your taxes, you might opt to pay taxes now – by withdrawing more money sooner – to reduce the tax burden facing your heirs. This may be a better option for reasons similar to what you saw in strategy 4. However, if your heirs have much lower income, they may not be hurt as badly if they inherited some of your tax deferred account.

high net worth financial planning strategies

The size of your estate and estate taxes might also impact your decision.

To be clear – this is not necessarily an either/or situation. You have many other options available, and other variables to consider. The income of your beneficiaries matters, as does the size of your estate and the estate taxes you may end up paying.

This is another reason high net-worth families need the help of a wealth manager who works only with people like you and knows all the ins and outs of the many tax strategies available to you.

And this is exactly why you want to choose the best financial advisor for your family’s needs. You can set up a free call with me as soon as is convenient. If you have over $10 million in liquid assets, then we also recommend reading this guide on how to find a financial advisor that can help you manage your accounts in a comprehensive manner.

7. Cultivate Tax Losses to Offset Gains During the Year

High net worth tax strategies require more diligence, but it can produce substantial savings. In one instance, we saved a client $34,000 in taxes in a single year from this strategy alone.

The great thing about this high net worth tax strategies are, you don’t have to ‘do’ anything, in the same sense as some of these other strategies where you have to withdraw money, adjust your investment portfolio, or make other difficult choices. Here, you can keep the same investment plan you have now. You just have to finesse it more often.

Tax cultivation means, in a nutshell, the process of balancing realized gains with losses that occur in the same year.

Most years, some equities gain in value while others lose. If you have a wealth manager who stays on top of this, you can use your losses to reduce the taxes you owe on the gains. By effectively managing your gains and losses, you can reduce the taxes you owe.

If you are interested in learning more about how this works, click here to read our guide on the 5 critical shifts that help with portfolio growth.

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High net worth tax strategies

Some of these high net worth tax strategies are, as promised, a bit more complicated than what you often hear about elsewhere. But there is a lot of money to be saved if you start implementing some of these strategies now.

For some strategies, the sooner you begin, the better. For others, you must wait until you reach a certain age.

Will you remember to keep up with all this when those times come? Most of these strategies don’t work if you only pay attention during tax season. Most of these are ongoing, holistic tax strategies, not one-time fixes.

high net worth tax strategies

High Net Worth Tax Advisor

A high net worth tax advisor is an investment or wealth management firm, or a financial advisor or planner, that caters to the financial needs of high net worth individuals and families. Their clients, due to their high net worth, have more complex financial needs than the average investor. As a result, they also have more complicated tax obligations and are happy to engage an advisor to help them minimize their tax burden.

Do You Need a High Net Worth Tax Advisor?

As a high-net-worth individual with at least $ 1 million in liquid assets, you need a tax advisor on your financial advisory team. Tax planning is an important aspect of financial management for anyone, not just the rich. However, high-net-worth individuals bear a higher tax burden and may require the help of a tax advisor to navigate the complexities of the tax code. A tax planner can advise their clients on how best to manage their assets to minimize their taxes.  

What to Look for in a Tax Advisor for High Net Worth?

Your tax advisor should be either a CPA or an enrolled agent (someone who is specially trained and licensed by the federal government). They should be able to provide specialized tax planning advice in conjunction with the wealth management services provided by their clients’ financial advisors. Or they may provide wealth management services as well as tax planning advice.

Where to Find a High Net Worth Tax Advisor?

You can find a tax advisor by searching on the internet. You can consult your network, where someone you know may recommend a tax advisor that they work with and trust. You can look for an advisor on a CPA database (cpaverify.org or aicpa.org) or the enrolled agents association database (naea.org). The AICPA lists financial advisors that are also CPAs.

tax strategies for wealthy

5 Tax and Wealth Management Benefits

1. Advanced Tax Strategies

The combination of wealth management and tax planning is a key to growing and protecting wealth. Assets that are managed to produce the greatest returns also require the expertise of a tax planner who will ensure that those returns don’t end up in Uncle Sam’s pockets. Everyone wants to pay their fair share at the same time as taking advantage of any allowances in the code. But as the tax code is constantly changing, it can be difficult for individual investors to manage their wealth in line with those changes, and they may need the help of a tax specialist.

2. High Net Worth Tax Plan

A high-net-worth tax plan will seek to take advantage of whatever the tax code allows in credits and deductions. However, that’s not enough. The best tax planners will look at where the investor has assets and where they should be investing so that in future years, they can benefit from tax credits or deductions on their tax return. So, you get the most out of your advisory services fees if your tax planner is also your wealth manager.

3. UHNW Tax Mitigation

Ultra-high net-worth individuals should maximize their pre-tax contributions to tax-advantaged accounts, including health savings accounts. They should review their charitable giving to determine how to spread out their contributions to maximize their tax deductions. Their wealth/tax planner can advise them on asset allocation strategies that can positively affect their tax payments. An advisor can recommend when and how to withdraw from a retirement account.

4. Personalized High Net Worth Tax Services

With a wealth manager who can also help you with tax planning, you can take advantage of personalized financial planning services that include minimizing your tax bill. Your wealth manager prioritizes your best interests and is intimately familiar with your short- and long-term financial goals. They will devise a financial plan that aligns with your goals and values, while also ensuring that you don’t pay more taxes than necessary.

5. Security for Your Family

As a wealthy individual, a major concern is not only to grow and maintain your wealth but also to ensure that your family is financially secure and will continue to be financially secure in the years and decades to come. You need a wealth and tax manager who can advise you on making investments that protect your family’s future, such as ensuring your children’s education, protecting your retirement income, and providing adequate care for older relatives as they age and their healthcare needs evolve.

ultra high net worth financial advisors

Isn’t it worth a few minutes of your time to talk with a high-net-worth expert about this? If you want to make the most of your assets and limit the money you pay out in taxes, it is in your best interest to contact an experienced financial advisor.

We absolutely love making high-net-worth families happy by showing them how they can greatly reduce their tax burdens. Click the link below and see what Pillar Wealth Management can do regarding your specific tax situation.Schedule a chat with CEO and co-founder Hutch Ashoo


To be 100% transparent, we published this page to help filter through the mass influx of prospects, who come to us through our website and referrals, to gain only a handful of the right types of new clients who wish to engage us.

We enjoy working with high net worth and ultra-high net worth investors and families who want what we call financial serenity – the feeling that comes when you know your finances and the lifestyle you desire have been secured for life, and that you don’t have to do any of the work to manage and maintain it because you hired a trusted advisor to take care of everything.

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