Three investors walk into a bar and start talking retirement. But just two of them volunteer their honest opinions.

The third sits there and haughtily judges them!

First up, a 75-year-old retiree. He looks at what the S&P 500 (America’s ticker!) offers these days. Today, it’s never paid less. Our veteran investor shrugs and gives up on dividends: “Not much you can do about these paltry yields.”

His counterpart is a 79-year-old who was told as a young man that he would care more about his dividends as he aged. Yup. (Spoiler alert! “They” were right, the man says. More from him later.)… Read more

It’s September—traditionally the weakest month for stocks—and we contrarians are responding.

We’ve got the (ugh!) midterms coming up. Tariff unpredictability has returned. And scorching long-term bond yields have (so far) resisted Treasury Secretary Bessent’s efforts to rein them in.

Let’s be honest: Things are going to get volatile.

Our plan? Go on offense and defense at the same time.

Of course, income is at the center of our strategy. We’re tapping market choppiness with an 8.8%-paying fund that loves volatility and sports a payout that gets stronger the longer the chaos lasts.

In fact, this fund—the Nuveen S&P 500 Dynamic Overwrite Fund (SPXX)—is already hiking payouts, to the tune of 25% with the July payment.… Read more

Right now—today—we’re looking at a terrific buy window on 8%+ yielding closed-end funds (CEFs). Concerns over higher interest rates have put some of these often-ignored income plays on sale.

So today, we’re going to take a closer look at them. We’ll start by debunking a CEF myth called “return of capital,” or ROC, that has caused many investors to miss out on the sustainable high income streams these funds offer.

Let me be clear on what they’re missing out on. On average, the S&P 500 yields about 1% today and posts total returns of about 8.5% per year. That means a million bucks in the S&P 500 will earn about $85,000 in profit on an annualized basis, but just $10,000 of that would come in the form of dividends.… Read more

This company handed nearly one-third of its value back to shareholders last year. I’m talking about 30.5% of the market cap back to its owners!

By contrast, the S&P 500 yields 1.0%, an all-time low. So we’re talking about a stock that is dishing 30 times the dividend yield of “America’s ticker.”

The headline yield on Albertsons Cos. (ACI) doesn’t do its “total yield” justice. It reads 5.5%. Sure, but the grocer also offered an additional 25% rebate via buybacks. This number is invisible to every yield screen, stock scanner, and (yes) AI prompt asking about dividends. Which is great for contrarians like us searching for value!… Read more

Let’s talk about this latest pop in Treasury yields and what it really means for those of us looking to save for (and generate reliable income in!) retirement.

Because the truth is, it means something completely different than what the mainstream media is trying to sell us. In fact, this situation sets up an opportunity for us to lock in high yields—I’m talking north of 6%—the longer it keeps up.

To be sure, the yield on long-term government debt is on the rise. At around 5.2% as of this writing, yields on 30-year Treasuries are now just below a high not seen in 19 years.… Read more

You didn’t think the US Treasury Secretary was just going to sit back and watch interest rates rise, did you? Of course not. We careful contrarians knew better!

This country can’t afford high rates. Not on a $40 trillion debt pile! The interest payments are already too much for Uncle Sam to handle.

Yet the bond market decided to test Secretary Bessent, who replied emphatically.

Or did he?

I’ve argued in these pages that rising long-term rates would not be allowed. At some point, they would draw a reaction from the Treasury Secretary. And now that we have the reaction, I ran the numbers to see what happens during similar bond operations to the one Bessent just announced.… Read more

Investors just don’t understand Home Depot (HD).

They see the world’s biggest home-improvement retailer as a proxy for the real estate market: When home sales are strong, the thinking goes, more people buy homes—and go on to renovate them.

Makes sense. But it’s only half the story (at best!).

It’s true that many people—your income strategist included—locked in a sweet mortgage rate during the pandemic. So why would they give that up for today’s budget-busting 30-year rates?

With that in mind, it’s no surprise that, as mortgage rates have climbed this year, HD’s stock has slipped, erasing a big gain in early 2026 (see in purple below):

Rising Mortgage Rates Squeeze HD’s Stock

It’s left HD shares just below where they were at the start of 2026, while the S&P 500 has popped just shy of 12%, as of this writing.… Read more

Today we’re going to look at a closed-end fund (CEF) that seemingly offers everything:

1. A 6.7%-yielding dividend that pays monthly.
2. A solid payout track record: This dividend has been delivered reliably for more than six years.
3. Terrific performance, to the tune of an 8.5% annualized return over the last decade.

And yet, this fund is a sell. If you own it, I recommend dumping it immediately.

I know that sounds a bit strange, so let me explain why it’s a risky investment, and how other funds like it are, as well.

Before I do, though, let me emphasize one thing: The managers of the GAMCO Global Gold, Natural Resources & Income Trust (GGN) are professional, qualified and good at what they do.… Read more

We contrarians rarely play in the tech sector. It’s just not built for us.

Technology stocks are often overhyped, overcovered and valuation-rich. Wall Street already loves them, which means there’s no room for upgrade-triggered pops and few inefficiencies for us to exploit.

They’re also historically dividend-poor.

And Right Now, Tech Stocks Are Dividend-Destitute

But despite ludicrous prices in the likes of Palantir Technologies (PLTR) and Crowdstrike Holdings (CRWD), the sector as a whole is starting to look more reasonable. Tech stocks’ forward P/E has quickly winnowed to near pre-COVID levels and isn’t much more expensive than the broader market.

And while the S&P 500’s tech companies might as well be paying IOUs, a few of the sector’s less traveled names look downright generous.… Read more

The media has been abuzz with fresh fears that the AI “bubble” is finally popping.

These worries, of course, have been around for almost as long as AI itself!

At the heart of the latest panic: semiconductor stocks, which have fallen hard, with the benchmark ETF for the sector, the VanEck Semiconductor ETF (SMH), plunging from an all-time high in late June to a level 11% lower today.

Yikes.

But here’s what we need to keep in mind: At CEF Insider, we’re mainly interested in collecting dividends in the long run. When these short-term panics arrive, we take advantage of them, and set ourselves up for extra upside as we do.… Read more