As thinking, planful humans, we play the challenging and often dark “What-If” game a LOT during our pre-golden lives. And that’s a good thing, too, because it’s much better than the “what-NOW?” game, which is not, in fact, a fun game to play at all. “What-if” is all about possibilities, while the “What-NOW?” game dwells on eff-edness. In the game of “What-If,” you win when you go down the rabbit holes of life long before you accidentally fall into them — think prenuptial agreements, wills, legal protections, financial planning, college savings, educational and career choices and medical decisions. Why, pray tell, do so many smart, capable people — after decades of rising to elite champion playership through careful strategy and thoughtful, winning move-making — approach the Golden Years and decide it’s now time to hang it all up and start playing “What-NOW?” Is there a game that sucks any worse? What’s at ALL fun about a board game that emphasizes panic moves, rewards callow thinking and eliminates risk? I don’t want to play that game. I want to keep asking “What-If” so I can look for the ladders and avoid the chutes. #GrandPlans

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