While many of you out there are probably already “style icons” in your own right, for some of you, the sartorial journey might have just begun. We believe in the old saying, “you have to learn the rules before you can break them.” This is the very foundation of dressing well. Understanding the basics, like what color shoes match with which color fabrics, how to “stage” your pocket square, and how to properly tie your tie; these are all key pieces of knowledge that will serve you well in life whether you are 25 or 75.

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I never planned to live in Puerto Rico. Not when I was growing up, not when I was building my business, and not even when I sold it. But just after that, a dear old friend of mine told me he’d seen a video about Puerto Rico and not only did it seem breathtakingly beautiful, it was also one of the great tax havens on the planet for Americans. I moved there a week later, and I haven’t regretted it one bit.

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It’s easy to be thankful for the people in your immediate sphere of influence. Your family. Your friends. People who can help you. Your contact list. And so on. And, to be clear, it’s rightful to be thankful for all of those people and the things they bring with them. But sometimes, it’s worth a look beyond that.

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My mom was a seamstress and a dressmaker. She was also my main caregiver as my dad worked in the diamond district. We didn’t have a lot of money. And since we couldn’t afford a babysitter or anything, rather than going to the park or something other kindergarteners wanted to do, I went to the fabric stores with my mother. It bored me to death.

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