Play Music, Get Rich

As a kid, I used to tease my dad on road trips for tuning in to the classic rock station. It just seemed so stereotypically old-man-ish. Yet as I approach my 40th birthday, and the inevitable midlife crisis that comes with it, I found myself dusting off my old Metallica And Justice for All CD for the first time in nearly 20 years – and testing the limits of my car stereo. Hey, it could be worse. At least I didn’t blow my retirement savings on a Ferrari or run away with the secretary. While I reminisced about my youth, […]

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The Beauty of Covered Calls

My goal and my promise to Peak Income readers is to secure for them a high and stable income stream, no matter their situation: in retirement, close to retirement, or just even thinking about retirement. I want paychecks to hit brokerage accounts every month, with consistency and low risk and without worry. No wonder I’m often called a tightwad. But, as much as the next guy, I also like to snag capital gains when I see a good opportunity. And, right now, I’m doing just that by looking at a conservative, overseas private income fund that juices its yield…by writing […]

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Learning From the Greatest Hitter Who Ever Lived

Ted Williams was arguably the best hitter in the history of baseball. The Boston Red Sox leftfielder finished his 19-year professional career with a lifetime batting average of .344 and an on-base percentage of an incredible .482, and this despite taking time off in the prime of his career to fight in World War II and the Korean War. He also won the Triple Crown, meaning he led the league in batting average, home runs, and runs batted in… and he did it twice. To put that in perspective, there’s only been 16 Triple Crown winners in the history of […]

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The Case Against Gold

Early last week, you may have seen Harry’s latest message about gold (and silver too). He’s got some pretty strong evidence that the metals are due to take a tumble. In fact, he said now would be a good time to drop any gold you’re still holding. “Get rid of it,” he said, and he detailed exactly why. Since I tend to agree, and never really understood some people’s intense fascination with the yellow metal anyway, I figured it’s a good time to share my opinion too. There will come a time to buy gold with both fists, but this […]

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Let’s Stiff the Government Together

I’m downright fanatical about lowering my tax bill. In my youth, I would quite literally skip meals so I could scrounge up the cash to max out my 401(k) plan with pre-tax dollars at work. And even when I didn’t skip meals… well… in retrospect I might have been better off if I had. I lived with an equally cheap roommate my first year out of college, and the two of us once subsisted for a week on a large tub of red beans and rice that he acquired from some guy he met from Louisiana. (It was actually pretty […]

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When Nations Threaten War over Jello

You might’ve seen that Brexit became official about two weeks ago. Fully nine months after voters decided in a referendum to leave the European Union, the British government made it official by filing the paperwork for Article 50. But what you probably didn’t see was that the very same day, the government of Spain demanded that Britain return Gibraltar (which is on the Spanish coast but has been a British territory for 300 years). Spain also suggested (wink, wink) that it wouldn’t actively block Scotland from joining the EU should it decide to break away from the United Kingdom. In […]

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Here’s to Last-Minute Tax Moves

It’s almost tax filing deadline day. Pop the balloons and streamers, right? But, really, it’s almost here. The federal income tax filing deadline this year is less than two weeks away, on Tuesday, April 18. Why am I bringing this up? One, a reminder can’t hurt; but two, as editor of Dent Research’s 401k Advisor, in addition to my duties as portfolio manager of Boom & Bust and editor of Peak Income, I’ve got last-minute 401(k) tax breaks on my mind. If you’ve read some of my work before, you know I’m all about tax breaks. I don’t believe in […]

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What Do You Do With Dividends?

Income investing is a big part of what I do. It’s rare for me to buy a stock that doesn’t pay a respectable dividend, and I have an entire newsletter – Peak Income – dedicated to finding decent yields in a world where most CDs and savings accounts barely yield anything at all. But you know what’s surprising about all of this? I don’t plan to retire for at least another 20 years, and I have no need for portfolio income today. I’ve instructed my broker to automatically reinvest my dividends in additional shares. I don’t get paper checks, and […]

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The Rules of a Side Hustle

I’m a big fan of using Uber in lieu of a traditional taxi when I travel, but I had a peculiar experience recently in Lima, Peru. If you’ve read some of my work before, you may know that my wife is from Peru. It was hot that day, and I was headed to grab a drink overlooking the sea. I hailed a standard Uber X. (As Lance made abundantly clear a few weeks ago, I have a well-deserved reputation as a tightwad, and I would never spring for Uber Black.) But what greeted me curbside was not the usually well-used […]

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Why Income Matters

If you’ve read my work for a while, you know that I have a lot of respect for my grandfather. He’s actually the reason I got into the financial world. He wasn’t a stockbroker or a portfolio manager. In fact, as the owner of an auto supply store in Fort Smith, Arkansas, he was about as far removed from Wall Street as you could get. But he was a savvy investor who knew a thing or two about the importance of income. Apart from his dividend-paying stocks and his bonds, he also owned a small warehouse that threw off rental […]

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