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Wealth Strategies for High-Net-Worth Families

Building Legacy in Volatile Markets

Article by Heather Heckadon

Photography by Will Foxx

If your current financial plan was built for a world that no longer exists, how can you trust it to protect your family’s future?

This is the question that keeps many high-net-worth individuals awake, even when their balance sheets look healthy on paper. We have entered an era of "accelerating chaos"—a financial landscape where the old rules of "buy and hold" are not just antiquated; they are potentially dangerous to the legacy you have worked decades to build. At Prevail, we have seen the industry do a profound disservice to successful families by focusing almost exclusively on the accumulation of assets while ignoring the far more complex reality of the distribution phase.


The Myth of the "Standard" Portfolio

For thirty years, the financial services industry has operated on a model of efficiency rather than empathy. When you walk into a traditional firm, you are often handed a risk tolerance survey that pigeonholes you into a category: conservative, balanced, or aggressive. This isn't done for your benefit; it’s done so the firm can scale. By grouping thousands of clients into a few "buckets," they can change a single holding across their entire database with one click.

But your life isn't a spreadsheet, and your family's needs aren't a "model." We believe that risk is relative. Do you feel the same way about your capital when the S&P 500 is hitting all-time highs as you did during the dark days of 2008? Of course not. A truly Strategic Wealth Strategy requires a partner who understands that market cycles are not all alike and that your emotional peace of mind is just as important as your rate of return.

Owning Volatility Instead of Fearing It

We often hear the word "chaos" used as a negative, but in the hands of an expert, chaos is simply an opportunity in a different mask. Since the year 2000, the speed of information, globalization, and unprecedented government intervention have fundamentally changed the "heartbeat" of the markets. To put this in perspective, of the top 20 largest intraday point swings in history, 18 of them occurred in 2020 alone. Not a single one happened before the turn of the millennium.

The traditional “buy and hope” method is designed to stay invested through market cycles, relying on long-term market participation to work through periods of volatility. We believe there is a more human way to navigate this. By setting intentional entry and exit points and utilizing technical analysis, we can take profits when the market is "overpriced" and protect your principal when the charts signal a downturn. While all investing involves the inherent risk of principal loss, and no strategy can guarantee protection against market fluctuations, professional consultation allows you to move with intention rather than emotion. Engaging with a team that views volatility as an asset class can be the difference between a stressful retirement and a confident legacy.


The Three Dimensions of Diversification

Most advisors define diversification as "don't put all your eggs in one basket," usually meaning a mix of stocks and bonds. We call this "surface-level" thinking. To truly protect a high-net-worth estate, you must look at diversification through three distinct lenses:

1. Tax Diversification: The Silent Wealth Killer

You may have a significant sum in your 401(k) or IRA, but that number is a polite fiction. You don't own that total; you own whatever is left after the IRS takes its cut at the time of distribution. Given our national debt—currently hovering near $30 trillion—it is statistically likely that tax rates will be higher in the future than they are today.

We focus heavily on Tax Mitigation by shifting wealth into tax-free environments. This gives you control. If you have 80% of your net worth in a tax-deferred bucket, you are a silent partner with the government, and they get to decide when they want their share. We help you renegotiate that partnership.

2. Asset Class Diversification: Beyond the Public Markets

Real estate and private equity were once reserved for the ultra-elite, but they are essential tools for anyone seeking a non-correlated portfolio. We specialize in connecting our clients with Alternative Investments like private, off-market real estate. These assets don't tick up and down every time a headline hits the news cycle, providing a "moat" around your family's wealth.

3. Time Diversification: The 3D Journey

Wealth isn't just a destination; it’s a timeline. You have short-term liquidity needs, mid-term growth goals, and long-term legacy aspirations. Each "bucket" requires a different risk profile and a different level of access. For instance, in a mid-term bucket, we might use a "momentum" strategy—buying into a position in segments and exiting once profit targets are met—ensuring that you always have less capital at risk while capturing the "meat" of a market move.


The Power of the Financial Board of Advisors

The greatest tragedy of modern wealth management is the "silo effect." You have a CPA, an attorney, an insurance agent, and an investment advisor. But when was the last time they all sat in a room together to discuss your family’s vision?

When these professionals don't communicate, blind spots are created. Your tax strategy might conflict with your estate plan, or your insurance coverage might not reflect your current asset growth. We built The Prevail Approach around the concept of a holistic "Board of Advisors." We bring these disciplines together, ensuring that every piece of your financial life is working in harmony toward a single goal: your peace of mind.

Investment success is rarely about "winning" every trade; it is about avoiding the catastrophic drawdowns that derail a lifetime of hard work. It requires a realization that the environment has changed, and a plan put in place a decade ago is likely ill-equipped for the decade ahead. We invite you to slow down, look at your current path, and ask if it truly leads to the legacy you want to leave behind.

Schedule a private strategy conversation with Heather Heckadon to protect what you have built and intentionally grow what comes next.

Email: hheckadon@prevailiws.com


Frequently Asked Questions

How does Prevail’s approach differ from a traditional buy-and-hold strategy? Buy-and-hold remains a time-tested long-term investment approach. Prevail complements this philosophy by incorporating diversification, active oversight, and strategic flexibility to help high-net-worth investors navigate evolving market conditions with greater control and intentionality.

What is the "tax-free bucket," and why does it matter? The tax-free bucket includes assets like Roth IRAs or specific life insurance structures where growth and distributions are not taxed. This is vital for HNWIs to hedge against the risk of future tax rate increases.

How does real estate help in a volatile market? Private real estate is often non-correlated to the stock market. While the S&P 500 might swing based on a Fed announcement, the value of a well-managed apartment complex or commercial space is driven by occupancy and physical demand, providing a stabilizer for your portfolio.

What is the benefit of a "Board of Advisors" model? It eliminates the "blind spots" that occur when your CPA, attorney, and investment advisor work in isolation. A coordinated team ensures that your tax, legal, and growth strategies are all pulling in the same direction.

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