Where Rich Investors Go Wrong: Beware of the Country Club Portfolio
Oh, the bragging and inside tips you hear on the golf course (or business meeting or cruise ship or wherever wealthy people congregate). It sounds so exclusive, and the returns are exciting. But these hot strategies also could be beyond risky and all wrong for you!
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.
You are now subscribed
Your newsletter sign-up was successful
Want to add more newsletters?
Delivered daily
Kiplinger Today
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more delivered daily. Smart money moves start here.
Sent five days a week
Kiplinger A Step Ahead
Get practical help to make better financial decisions in your everyday life, from spending to savings on top deals.
Delivered daily
Kiplinger Closing Bell
Get today's biggest financial and investing headlines delivered to your inbox every day the U.S. stock market is open.
Sent twice a week
Kiplinger Adviser Intel
Financial pros across the country share best practices and fresh tactics to preserve and grow your wealth.
Delivered weekly
Kiplinger Tax Tips
Trim your federal and state tax bills with practical tax-planning and tax-cutting strategies.
Sent twice a week
Kiplinger Retirement Tips
Your twice-a-week guide to planning and enjoying a financially secure and richly rewarding retirement
Sent bimonthly.
Kiplinger Adviser Angle
Insights for advisers, wealth managers and other financial professionals.
Sent twice a week
Kiplinger Investing Weekly
Your twice-a-week roundup of promising stocks, funds, companies and industries you should consider, ones you should avoid, and why.
Sent weekly for six weeks
Kiplinger Invest for Retirement
Your step-by-step six-part series on how to invest for retirement, from devising a successful strategy to exactly which investments to choose.
It may seem surprising, but one of the biggest challenges facing many investors is the social pressure from their community and circle of friends. It’s quite common for people to exhibit conformity bias — where they behave according to, and make decisions based on, what others around them deem acceptable. However, adapting your investment approach to be similar to that of your friends and family can be detrimental to achieving your financial goals, since every person’s goals and financial situation are different.
From my experience, wealthy investors are the most susceptible to falling into the conformity bias trap. Looking at their portfolios quickly confirms this. There are certain investments that are more easily accessible to high-net-worth individuals. Those opportunities sound exclusive, exotic and generally require high initial investment minimums in order to participate. They also make wonderful conversation at the country club, golf course or other venues that may attract a similarly affluent clientele.
Unfortunately, many of these more exciting investments make sense for only some investors and typically should not represent more than a small portion of one’s overall portfolio. It is generally ill-advised to have your entire nest egg tied up in these strategies. Below are some examples of these investments that can be found in the “country club portfolio.”
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
Private Equity (PE)
PE funds typically invest in companies that are not publicly traded. Some common examples are venture capital and leveraged buyout funds. Most PE firms are exclusively open to high-net-worth investors.
While there is the potential for high returns, investors need to be comfortable parting with their money for an extended period of time, sometimes between five and 10 years, while the strategy is implemented. In addition to the lack of liquidity, there is the possibility that the investments won’t work out or will substantially lag the public markets.
Hedge Funds
Hedge funds are actively managed pools of capital whose managers use a wide range of aggressive strategies to deliver outsized returns. This may include using borrowed money to make investments and trading more esoteric assets.
In recent years, hedge funds have been broadly criticized for their high fees and lackluster returns relative to the overall market.
Real Estate Syndication
Real estate is a wonderful asset class with which many investors are familiar. One way to get exposure to this area of the market is through a real estate syndication, where investors pool funds to purchase income-producing properties. The success of these types of deals depends on the location of the opportunity, type of property, management of the project, and experience of the deal manager.
It’s important for an investor to do their own due diligence of all those factors to increase their likelihood of success.
Hard Money Loans
A hard money loan is money lent by an individual or company instead of a bank. They are known as a loan of last resort, often a short-term way to raise money quickly for individuals denied traditional financing. As a result, the yields are often much higher than on loans through traditional channels.
Hard money loans generally rely on collateral rather than the financial position of the applicant. Consequently, a default by the borrower may still result in a profitable transaction for the lender through collecting of the collateral. This method of financing carries a high level of risk.
Initial Public Offerings (IPOs)
An IPO is the process of offering shares of a private corporation to the public through a new stock issuance. There is a lot of excitement when a popular company comes to market, allowing investors to own shares of it. There is even more enthusiasm among those who can buy the stock before the general public.
Unfortunately, all the exuberance creates a tendency to make bad decisions, such as purchasing a company without doing your own proper due diligence, or short-term trading to try to lock in an immediate profit. These behaviors won’t contribute to achieving long-term success.
If you are fortunate enough to participate in an IPO, it’s far more prudent to know what you own, why you own it, and to hold the company for the long-term.
Instead of a Country Club Portfolio, Go Back to Basics
When discussing the above strategies with friends, it’s common for folks to emphasize the sizzle and not the steak. Everybody will share the exciting features of these strategies and their exclusivity. However, few will share their overall success with all their exotic strategies and how it compared to a simple portfolio of stocks, bonds and cash.
Some investors would be far better off focusing on the below tried-and-true methods that drive one’s ultimate financial success.
Have a Solid Overall Asset Allocation
When investing, there is a temptation to get caught up in the details of trading, security selection and market timing. However, the reality is that one’s exposure to different asset classes, including stocks, bonds, real estate and cash, is far more determinant of returns than the aforementioned items. In fact, a 1986 paper by Gary P. Brinson, Randolph Hood, and Gilbert L. Beebower titled “Determinants of Portfolio Performance” published in the Financial Analysts Journal concluded that asset allocation explained 93.6% of the variation in a portfolio’s returns.
The first step in designing a sensible portfolio is to get the big picture correct, and that starts with proper asset allocation.
Watch Your Fees
In today’s world, U.S.-based investors can get exposure to investments all over the world for a minimal fee. Utilizing easily accessible exchange-traded funds or low-cost mutual funds are some of the best ways to obtain that global exposure. While some wealthy folks may turn up their nose at such pedestrian investments, the reality is that high fees eat away away at one’s returns and will hinder their ability to achieve their goals.
An investor should think long and hard before paying a money manager premium prices for an investment that they can get similar exposure to for a modest fee in a traditional investment vehicle.
Invest with Taxes in Mind
Another drag on the overall performance of one’s investments are taxes. Focusing on where to locate certain investments, whether in a tax-deferred or taxable account, can add up to real money over a long time horizon.
For example, tax-inefficient investment strategies with lots of trading, real estate investment trusts, or securities that pay non-qualified dividends should be located in an IRA. This will mitigate an investor’s tax liability. Conversely, tax-efficient investments like index funds, growth stocks and municipal bonds can be placed in a taxable account, since the tax burden will likely be more modest.
A focus on how taxes impact returns should be a top priority to enhance performance over time.
Know the Difference Between Deep Risk vs Shallow Risk
Dr. William J. Bernstein, a financial writer and retired physician, describes the distinction between deep and shallow risks. Shallow risk is the loss of capital that recovers within several years, while deep risk is the permanent loss of capital.
A good example of shallow risk is investing in the broad U.S. stock market. You can experience a short bear market, like what we saw in March 2020 when the S&P 500 dropped approximately 34%, but ultimately the U.S. market will recover. Shallow risk can be expected to occur somewhat frequently, but it can be managed with proper planning techniques like diversification, maintaining sufficient cash on the sidelines, and sticking with a strategy for the long haul.
Deep risk may be associated with some of the investments within a “country club portfolio.” This includes the default on a hard money loan or bankruptcy of an early-stage company shortly after an IPO. It can also occur if a real estate deal falls apart or a particular money manager is practicing creative accounting to artificially increase returns. In these scenarios, the investor may not get any of their investment capital back, and their loss will be permanent.
The above considerations won’t generate the excitement of a “country club portfolio.” However, conforming to the crowd is generally not an optimal way to go through life. When it comes to financial planning and investing, sticking to the basics, and keeping things simple, is almost always the best approach.
Disclaimer: This article authored by Jonathan Shenkman a financial adviser at Oppenheimer & Co. Inc. The information set forth herein has been derived from sources believed to be reliable and does not purport to be a complete analysis of market segments discussed. Opinions expressed herein are subject to change without notice. Oppenheimer & Co. Inc. does not provide legal or tax advice. Opinions expressed are not intended to be a forecast of future events, a guarantee of future results, and investment advice. Investing in securities is speculative and entails risk. There can be no assurance that the investment objectives will be achieved or than an investment strategy will be successful. Investors must carefully consider a fund’s investment objectives, risks, charges and expenses of the investment before investing. This and other information, including a description of the different share classes and their different fee structures, are contained in a fund’s prospectus. You may obtain a prospectus from your financial professional. Please read the prospectus carefully before investing. Adtrax #: 3882001.1
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Jonathan I. Shenkman, AIF®, is the President and Chief Investment Officer of ParkBridge Wealth Management and serves as a financial adviser and portfolio manager for his clients. In this role, he acts in a fiduciary capacity to help his clients achieve their financial goals.
-
Dow Adds 1,206 Points to Top 50,000: Stock Market TodayThe S&P 500 and Nasdaq also had strong finishes to a volatile week, with beaten-down tech stocks outperforming.
-
Ask the Tax Editor: Federal Income Tax DeductionsAsk the Editor In this week's Ask the Editor Q&A, Joy Taylor answers questions on federal income tax deductions
-
States With No-Fault Car Insurance Laws (and How No-Fault Car Insurance Works)A breakdown of the confusing rules around no-fault car insurance in every state where it exists.
-
For the 2% Club, the Guardrails Approach and the 4% Rule Do Not Work: Here's What Works InsteadFor retirees with a pension, traditional withdrawal rules could be too restrictive. You need a tailored income plan that is much more flexible and realistic.
-
Retiring Next Year? Now Is the Time to Start Designing What Your Retirement Will Look LikeThis is when you should be shifting your focus from growing your portfolio to designing an income and tax strategy that aligns your resources with your purpose.
-
I'm a Financial Planner: This Layered Approach for Your Retirement Money Can Help Lower Your StressTo be confident about retirement, consider building a safety net by dividing assets into distinct layers and establishing a regular review process. Here's how.
-
The 4 Estate Planning Documents Every High-Net-Worth Family Needs (Not Just a Will)The key to successful estate planning for HNW families isn't just drafting these four documents, but ensuring they're current and immediately accessible.
-
Love and Legacy: What Couples Rarely Talk About (But Should)Couples who talk openly about finances, including estate planning, are more likely to head into retirement joyfully. How can you get the conversation going?
-
How to Get the Fair Value for Your Shares When You Are in the Minority Vote on a Sale of Substantially All Corporate AssetsWhen a sale of substantially all corporate assets is approved by majority vote, shareholders on the losing side of the vote should understand their rights.
-
How to Add a Pet Trust to Your Estate Plan: Don't Leave Your Best Friend to ChanceAdding a pet trust to your estate plan can ensure your pets are properly looked after when you're no longer able to care for them. This is how to go about it.
-
Want to Avoid Leaving Chaos in Your Wake? Don't Leave Behind an Outdated Estate PlanAn outdated or incomplete estate plan could cause confusion for those handling your affairs at a difficult time. This guide highlights what to update and when.