Another week. Another doctor.  I’ve been having strange, knife-like pains in a back corner of my tongue that no one can figure out—dentists, oral surgeons, a maxillofacial specialist, and two ENTs. I just returned from a neurologist prior to sitting down to write this. Healthy as a horse…and yet, knife pain every day. I mention […]

One of the hardest things about being a freelancer in the U.S. is the lack of affordable healthcare. Health insurance policies tend to be prohibitively expensive on the front end, come with steep deductibles, and harbor many exclusions or limited networks that make actually accessing healthcare difficult. So even when you have insurance, one accident […]

I started working on Wall Street in 1980. Over the following decades, I forged a successful career building wealth management, asset management, and private banking businesses for some of the biggest banks in the world. Then came the 2008 financial crisis.  Like so many other people, I took a huge financial hit in the crash […]

And so it comes down to this—the last day before what, in all likelihood, will be a historic presidential election. Will this end peacefully, with a known winner and a pledge to hand over the reins of government without a fuss? Or will it end…differently? I can’t say. I won’t venture a guess. Polls point […]

Freelancing used to be a taxing business. You’d have to go to endless business events, hand out countless cards, and cajole clients face to face until they decided to take a chance on you.  Email changed all that, allowing you to connect with prospective clients around the world. Still, challenges remained. Over email, it was […]

If you’re considering freelancing in the online gig economy but aren’t sure where to start, you’re in luck. Nowadays, there are so many excellent websites where you can get gigs that, honestly, the only thing standing between you and your first payday is putting your fingers to the keyboard.  It doesn’t matter whether your skills […]

I sold my first stock photo last week. I earned $0.33. It’s nothing. And it’s everything. But let me back up… A couple of weekends ago, I wrote to you about my battle with “side-hustle overload disorder”—the affliction stemming from trying to take on too many side-gigs in this world of innumerate gig opportunities. As […]

“Are you out of your freaking mind? When you’re retired, you’re supposed to be enjoying life—not working!” That was the loud, emphatic reply I heard after sharing that my definition of retirement included at least one part-time job. And my subsequent explanation of doing “fun” jobs where the money wasn’t the primary goal rang hollow […]

As a freelance copywriter with a strong stable of clients, I can live anywhere there’s a decent internet connection. That’s one of the many factors that led my wife and me to choose Uruguay: the country is unique among its South American neighbors in its commitment to providing excellent communications infrastructure. In fact, it’s fast […]

I’m betting you’ve seen a rash of recent mainstream media headlines touting all the destinations aiming to woo Americans with temporary, remote-worker visas.  It started with Barbados and has expanded to include Aruba, Estonia, Georgia, Bermuda, and a few others. Antigua and Barbuda recently jumped onto the dog-pile and upped the ante by offering a […]

After moving to Germany, I spent a lot of time investigating job opportunities for native English speakers. The one that kept coming up was teaching English. So I decided to enroll in an online TEFL (Teaching English as a Foreign Language) certification course and try my luck.  Within one week of completing my course, I […]

Would it surprise you to know that you have had a high-ticket, money-making skill since you were 7 years old…one that is truly in demand in the global market…a skill that foreign executives pay top dollar hourly rates to learn?  What skill could a 7-year-old possibly possess that a CEO would pay top dollar for? […]