This “AI-Powered” Strategy Gives Us 8% Dividends, and an Early Retirement, Too

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If you’re retired (or planning your retirement—which, of course, we all are!), I have great news: You can probably take a lot more out of your nest egg every year than you think.

I’m talking about safely withdrawing 8% or more from your portfolio—without the prospect of living a lot longer than your money does!

We can thank an unlikely wealth generator for this turn of events: AI.

Before you ask, no, I’m not talking about putting a chatbot in charge of your finances! I’m talking about a low-key way the tech is helping retirees (and near-retirees) boost both their investment income and their net worth, leading to that huge 8%+ withdrawal rate we just talked about.… Read more

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Are we in a stock market bubble or not? Let’s tackle that question head-on, because it’s all we seem to be hearing about these days.

I’ll put my cards on the table: We’re not in a bubble. I’m going to show you why I’m still bullish on stocks at these levels. Then we’re going to play overwrought bubble fears with a “cornerstone” fund that’s beaten stocks over just about every timeline but is still cheap (and yields a rich 8%, too).

When it comes to stocks, the truth is, there’s a good reason why they keep rising: We’re in a booming economy.… Read more

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I’m regularly struck by something American investors always seem to take for granted: The many choices we have available to gain financial independence.

And investors in closed-end funds (CEFs) make the most of these choices. These high-yielding funds kick out 8%+ dividends on average, and the portfolio of my CEF Insider service, which helps investors make the most of CEFs, pays even more, with its 18 holdings paying a rich average yield of 9.4%.

Plus, these funds offer stock-like upside, which makes them pretty much tailor-made for delivering financial freedom.

We’ll sketch out how two specific CEFs can help you find your way to an earlier, richer retirement in a bit.… Read more

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Near the end of 2022, a reader wrote in to tell me that my bullish view of the economy at the time was off the mark. From his vantage point, people were struggling, prices were soaring, and wages weren’t keeping up.

This reader wasn’t alone—it was around that time that Bloomberg wrote that the chances of a recession in the next year were 100%. So there was zero chance of avoiding one, in other words.

We all know what happened next: The economy and stock market took off. That translated into real gains (and high income) for the portfolio of my CEF Insider service.… Read more

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This market continues to float higher—and that means we dividend investors do need to be more selective. But it doesn’t mean there aren’t high-yield options on the table for us.

With that in mind, today we’re going to look at two closed-end funds (CEFs) that hold many of the same stocks, and have similar dividend payouts. But one is a (time-limited) bargain while the other is overpriced and ripe to be sold (despite its 10.1% yield).

A Full Year of Stock-Market Gains—in 8 Months!?

Before we go further, let’s stop and talk about what the S&P 500 is doing right now.… Read more

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Tariffs. Inflation. Soaring interest rates. The financial press, of course, blares about all of them—day in and day out.

Truth is, they have to do this to get your attention. But it’s also unhealthy to your portfolio, as investing based on the headlines leads to traps like trading too much, selling at the bottom and buying at the top.

(This, as members know, is why we focus on high-yield closed-end funds and aim to hold long term. This lets us tune out the headlines and “automatically” reinvest our 8%+ average payouts in corners of our portfolio that are on sale at any given time.… Read more

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Few things ease financial worry like knowing you can walk away from work anytime you want.

Closed-end funds (CEFs) give us just that kind of security—and we talk about that a lot in my weekly articles and in my CEF Insider service. With yields of 8%, 9% and more, CEFs generate huge payouts that could let you retire earlier than you think.

It’s such a powerful—and overlooked—way to invest that it’s worth revisiting again today. We’ll color our discussion by looking at how some typical American retirees could retire with CEFs.

And we’re going to work in some real-life numbers, too.… Read more

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Here’s a surprise from a die-hard closed-end fund (CEF) fan like me: Sometimes CEFs aren’t your best bet.

I’ll admit, that’s tough for me to say—especially when the average CEF yields a historically high 9.1%. (CEF yields are usually around 8.5%). That high yield partly reflects the fact that many CEFs are trading at steep discounts to their net asset value (NAV).

Translation: The fund is trading for less than what its underlying portfolio is worth. That, in turn, has resulted in lower prices among some CEFs, along with higher yields (as yields and prices move in opposite directions).

All of this simply means that CEFs are generally out of favor right now, which is an opportunity for us.… Read more

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This latest US debt downgrade is a buying opportunity for us contrarians. I say that because we had the same (profitable) setup the last three times the ratings agencies took Uncle Sam’s credit rating down a peg.

You might find that last sentence surprising. Three times? Indeed, the US government has seen its debt downgraded on three different occasions: 2011, 2023 and most recently a couple of weeks ago.

You can be forgiven for not remembering all of these: In some cases (2023 comes to mind), they didn’t really make headlines. In others, they set up a small dip in stocks (and stock-focused closed-end funds yielding 8%+) that was well worth buying.… Read more

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Over the last couple of years, we’ve seen a quiet trend in investing—and today we’re going to tap into it with two funds yielding near 10%.

That’s right: enough to pay you back just shy of 10% of your initial buy a year in dividends alone.

What’s more, these two income plays—closed-end funds (CEFs), to be precise—have been around for nearly a century, with one dating from 1927 and the other having launched in 1929. That last date, of course, is notorious, as it heralded the start of the worst market crash in history.

I bring these two CEFs up now because their long institutional memory gives them a level of reliability that few other funds can match.… Read more

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