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April 2, 2015

Which Will You Regret?

Which will you regret? Going on that trip or not going? Inviting that person to your wedding or not inviting them? Buying that new computer or not buying it? Several years ago, I started asking myself this question to help...

Which will you regret?

  • Going on that trip or not going?
  • Inviting that person to your wedding or not inviting them?
  • Buying that new computer or not buying it?

Several years ago, I started asking myself this question to help me make decisions when I’m on the fence about something. It’s amazing how much clarity it can bring to think about your options through the lens of regret.

For example, a few years back, my husband and I signed up to run the Memphis Marathon. We had been diligent about training for the December race, and by October we completed our 18-mile training run. We only had one more 20-mile practice to go before we started to taper off before race day.

But in the early part of November, Matt’s best friends from college decided to go camping for one of the guy’s birthdays. It was the same weekend as the race.

Matt told me about it and I could tell he was bummed to miss out. Who wouldn’t be? With wives and babies and mortgages and careers and responsibilities, these guys almost never got together anymore.

I typically try to avoid telling Matt what he “should” do, but sometimes I can’t resist opening my big fat mouth and giving my opinion.

“Well, I really think you should go,” I said. “We’ve run a thousand races and we will run a thousand more, but weekends like this don’t happen often. You won’t regret going—you will regret not going.”

After he thought about it, he agreed and decided to go camping with the guys instead of racing that weekend. They had an awesome time and it’s a memory my husband won’t soon forget.

Sometimes, when your options are overwhelming or your choice isn’t clear, simply asking which scenario you’d regret can help you know what to do in the moment.

So the next time you’re on the fence, ask yourself, “Which will I regret?” Then make your choice confidently, and never experience that regret at all.

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Leave a Comment

  1. Steve Rittenhouse says:

    Enjoy your post. Encouraging stuff for a conservative hard working christian family just trying to make correct choices in a country that has lost its christian foundation.
    Looking forward to 25 ways to say no.

  2. Dot says:

    Thank you for the question of, what will you regret? Should have asked myself that before I chose the main floor of a condo because it was cheaper for vacation, instead of the one I “knew” that was a bit more money. It would have been so worth the sleep that I missed, and the memories that have been made there in the past. Lesson learned. Thank you. How is the young man doing?