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Jesse Cramer

Do You Have A “Deeper Yes?” &Raquo; Pexels Photo 3184183 1

Do You Have a “Deeper Yes?”

I was recently listening to Michael Kitces and Carl Richards on their podcast, and they posed an amazing question: “What’s one thing that you do regularly that you’d like to stop doing?” What would you stop doing? Each of our answers will vary. It could be a destructive habit, a bad behavior, or the simple […]

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“When Should I Take Social Security?” &Raquo; Pexels Photo 618158 1

“When Should I Take Social Security?”

Thanks to reader Lynn, who wrote in this week with some specifics about her household’s situation and an overarching question: When should we start taking Social Security? I’ll provide background information below, and then we’ll discuss a few common “if –> then” heuristics to help you with your Social Security planning. Background – The Pros […]

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The Value Of Confidence &Raquo; Image 8 2

The Value of Confidence

My friend Rocco works for a high-end tailor. A big part of their business model is the idea that a nice-fitting shirt, perfectly tailored pants, or an Italian silk suit will not only look good, but will objectively improve your life. But how? The engineer and humanist in me would balk at the idea. I […]

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Slam Dunk Financial Planning

I don’t watch many live sports these days. Life is busy. But I’ve caught a few quarters of NBA playoff basketball, and I’ll watch game replays while sipping morning coffee.  If you’re unaware, the NBA has been revolutionized by “Moneyball” ideas over the past decade. The main “new idea” affects 3-point shots. The ratio of […]

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