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Continue reading →: The Pension Strikes Back: Why I Can No Longer Ignore the MathWe don’t track our spending. That means we don’t budget. I hate paperwork; it’s just another item to procrastinate on, right up there with the laundry. So, I haven’t made a budget. I tell myself I will do it. Some day. Soon… In the world of the FIRE crowd (Financial…
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Continue reading →: Life is Not Black and White: The 50+ Shades of GreyHumans are funny creatures. We crave the binary. We want everything to be “on” or “off,” “black” or “white.” We want to ignore the middle state or the third option (my apologies to quantum physics). For me, that black-and-white state is the Holy Grail. If a decision is binary, it…
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Continue reading →: My Retirement Plan takes a Punch to the Face“Everyone has a plan until they get punched in the face.” That is the best Mike Tyson quote there is, and last night, it felt like I took a heavy one right to the jaw. My plan—and let me reiterate, it was my plan—was for me to retire at 54…
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Continue reading →: The Quality of your Connections is the Quality of your LifeI was reminded of a concept that I knew but haven’t paid enough attention to. I write about needing to find my tribe—my community. I touched upon it in an earlier posts (Too Young for Bingo, Too old for Playdates – Finding my Tribe and Sadly I may miss Coworker Meetings…
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Continue reading →: The FOMO Menace: My Battle with the IPSI have admitted a few times the sins of my investing past. Today’s post is another one of those “confessions”—the kind where I describe exactly what I should do, while simultaneously struggling to actually do it. For any new Padawans joining the journey, you can click on my previous moments…
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Continue reading →: I Don’t Want to Wait…I was a big fan of Dawson’s Creek when it came out. I was 27 at the time, so I wasn’t exactly the target audience, but it always pulled me in. With James Van Der Beek’s recent death, I’ve been thinking back to the show and trying to understand why…
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Continue reading →: I Find Your Lack of Strategy Disturbing: Lessons from the Executive Inner CircleWhen I was a smaller cog in the corporate machine, I assumed the people in the C-suite were special. I viewed VPs as strategic titans—people with a rare talent, a “secret sauce,” and the keys to the kingdom. To my younger self, they could do no wrong. Early in my…
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Continue reading →: Use the Force – You have to Trust Your GutI pride myself on my ability to see the big picture at work. I can look out six months, understand what needs to happen today on my team, and make the necessary course corrections. Intuition, gut feel, and experience—that’s how I’ve always run. Whenever I’ve started a new job in…
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Continue reading →: T-5: Finding the EdgeGetting to retirement feels like a dance. On ice. But I don’t know how to skate. My writing and thoughts have started to shift. Up until now, I’ve viewed my plan to retire at a certain date or “number” as the starting point for finally getting my act together. I…
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Continue reading →: The Richest Life in 700 Square FeetThis one is tough. I don’t process sickness or death well; usually, I avoid it. My default is to retreat into statistics—telling myself it is inevitable that bad things happen to good people far too young. Perhaps writing this will help me embrace the pain of losing someone close to…

