Adam Grossman - Mayport Wealth

Adam Grossman - Mayport Wealth Mayport Wealth Management is a Boston-based Registered Investment Advisor providing flat-fee financial planning and investment services.

Mayport Wealth Management is a Boston-based Registered Investment Advisor providing fixed-fee financial planning and investment services. Mayport, LLC is a registered investment advisor in the Commonwealth of Massachusetts. Please visit our website, http://www.mayport.com/disclosures for important disclosures

I remember once doing business with a firm that was, in nearly every way, a formal and buttoned-up type of place—with on...
06/11/2026

I remember once doing business with a firm that was, in nearly every way, a formal and buttoned-up type of place—with one little exception: The head of the firm happened to have a moustache. But here was the odd part: An above-average number of other men in this very conservative firm also had moustaches. It's not clear whether anyone was even aware of it, but clearly there was some sort of subtle influence at play.

I mention this offbeat story to illustrate a reality of human psychology: that we are all affected by our environments and by the people around us. Sometimes that's in subtle ways—so subtle that we're not even aware when it's happening.

When it comes to your finances, you definitely want to stay vigilant because there's evidence that other people's spending habits can affect us, and not necessarily always in positive ways.

In personal finance, one of the most significant—and perhaps underappreciated—pitfalls is the prevalence of sayings. On ...
06/10/2026

In personal finance, one of the most significant—and perhaps underappreciated—pitfalls is the prevalence of sayings. On nearly every topic, it seems, there is a saying. The problem with sayings is that, because they are pithy, they sound wise—as if they're inherited wisdom from a prophet.

The humorous thing, though, is that often there are conflicting sayings on the same topic. Consider, for example, these two pithy rules of thumb:

"Never try to catch a falling knife."

"Buy stocks the same way you'd buy any other product: when they're on sale."

The first would tell you to stand safely on the sidelines during a market downturn. But the second would tell you to jump in—that downturns are the ideal time to buy. There are many more examples like this, and that helps explain why I don't think you should put much stock in sayings.

Bernard Baruch was an investor and an advisor to several presidents. In his memoir, he wrote out ten rules for investing...
06/09/2026

Bernard Baruch was an investor and an advisor to several presidents. In his memoir, he wrote out ten rules for investing. Here's rule number 4:

"Don't try to buy at the bottom and sell at the top. This can't be done—except by liars."

I draw two useful lessons from this: The first is that we shouldn't strive for perfection. It's not possible, and we run the risk of overthinking, which can lead to worse results. The second lesson is that we shouldn't pay too much attention to what other people might claim about their portfolio successes. Often, it's not true. But at the very least, it's a distraction.

In his book One Up on Wall Street, Peter Lynch explains the simple (but not easy) approach that helped drive his fund’s ...
06/09/2026

In his book One Up on Wall Street, Peter Lynch explains the simple (but not easy) approach that helped drive his fund’s success. Today on The Investor’s Bookshelf:
https://buff.ly/Qq6i3Se

You're probably familiar with the concept of marginal tax brackets. Generally speaking, the marginal bracket is the rate...
06/05/2026

You're probably familiar with the concept of marginal tax brackets. Generally speaking, the marginal bracket is the rate that applies to the next dollar of ordinary income. It's useful to be aware of your marginal rate because it can help you make tax-planning decisions.

But it's also important to understand that your marginal tax bracket isn't necessarily the rate that will apply to the next dollar of income. How could that be? It's because the tax code is filled with all sorts of provisions that kick in, or phase out, at various income levels. As a result, if your next dollar of income causes a deduction or credit to phase out, then the tax on that marginal dollar of income might be far more than your tax bracket would suggest.

The lesson: When you're doing tax planning, be sure to run formal projections that take all of these wrinkles into account.

Why is stock-picking so difficult? Here’s an example from recent history. Consider how Disney’s stock performed through ...
06/04/2026

Why is stock-picking so difficult? Here’s an example from recent history.

Consider how Disney’s stock performed through the worst of the Covid pandemic. It did remarkably well despite the fact that, at first glance, it looked like the kind of company that would struggle more than others due to the limitations on travel.

To be sure, Disney's theme parks, cruise lines and hotels did suffer. Profits in the six-month period through March 2021 were down 64% from a year earlier.

And yet, the stock dramatically outperformed the overall market over the course of that period. That’s because other parts of its business thrived. Subscriptions to Disney+, ESPN and Hulu grew 300%, 75% and 30%, respectively.

This is just one example, but it illustrates how difficult it can be to pick stocks successfully.

Peter Lynch’s advice to individual investors is timeless, and maybe even more relevant today.https://buff.ly/DCSZe5t
06/03/2026

Peter Lynch’s advice to individual investors is timeless, and maybe even more relevant today.
https://buff.ly/DCSZe5t

06/02/2026

In general, I believe index funds are the best choice for most investors most of the time. But it's important to keep in mind that they're not all created equal.

Index funds can differ in a number of respects, including risk and costs. They can also differ in their tax efficiency. That's why, as a rule of thumb, for both simplicity and for tax reasons, I recommend broad-market funds, such as total stock market funds. That’s because they tend to have lower turnover—which generally translates to a lighter tax impact—than funds that are more narrowly focused, such as a technology fund or a healthcare fund, where more frequent trading often occurs.

06/02/2026

Warren Buffett once said:

“Charlie says we have three boxes: In, Out, and Too Hard. You don’t have to do everything well. At the Olympics, if you run the 100 meters well, you don’t have to do the shot put.”

This is an important insight. There are lots of ways to make money as an investor. But you don't need to participate in—or even understand—them all.

As an example, I often think of two friends—both reasonable people—who take nearly opposite approaches when it comes to investing:

The first has all of his money in stocks and none in real estate. His view: Using a total stock market index fund makes it easy to build a simple, diversified portfolio. Real estate, on the other hand, seems to him like a lot of work. And he doesn't relish the idea of dealing with difficult tenants, or worse yet, vacancies.

The second, on the other hand, has all of his assets in real estate because he feels like it's tangible and easy to understand. He can see his properties, he can set the rent, and he can go and pick up those rent checks himself. Stocks, on the other hand, seem to him like a black box and completely outside of his control.

In my opinion, neither is right or wrong. They've just chosen what works best for themselves and don't worry too much about things that are "too hard."

David Swensen, longtime manager of the Yale endowment, made a bundle investing in private funds. But what did he recomme...
05/29/2026

David Swensen, longtime manager of the Yale endowment, made a bundle investing in private funds. But what did he recommend for individual investors? Today on the Investor's Bookshelf: https://buff.ly/MPlNhVK

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