Random Thoughts on Retirement – aka The Dot Project

Again, you can’t connect the dots looking forward; you can only connect them looking backward. So you have to trust that the dots will somehow connect in your future. You have to trust in something — your gut, destiny, life, karma, whatever. This approach has never let me down, and it has made all the difference in my life.

Steve Jobs

While writing random retirement thoughts the other day I noticed the similarities between A Plan is Not a Strategy – Update 08.03.22 and my Dot Project. Harvard Prof Robert Martin discusses how planning and strategy are different and that “integrative choices” collectively become strategy. These integrative choices are significant decisions you have made or choose to make that have life altering consequences. I come from a humble background and tend to shy away from BIG FANCY WORDS used by intellectuals and others who want to appear smarter than they truly are. So for me these choices or life decisions are Dots.

Dots. Big Dots. Little Dots. Even Do Nothing Dots where you decide not to do something are Dots. The decision not to do something can be as important to life outcomes as a decision to do something. The problem as Jobs tells it is true. You can only connect your Dots when looking backwards.

I started my Dot Project writing six years ago and got as far as jotting down Dots in my journal as writing prompts. So far I’ve documented about a dozen Dots but never got around to actually writing anything about them. Until today. I’ve reached the point in life where I am able to look backwards and Connect My Dots. My hope is the reader will find these insights to be useful in your own journey. My second hope is that my children and their children find my Dot Project and learn a tad bit more about where they came from.

The Dot Project and Random Thoughts on Retirement are one and the same. Next up – Save as Much as You Can Because Whatever You Manage to Save Will Never Be Enough – Random Thoughts on Retirement.

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