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Do The Hard Thing First

Posted on March 25, 2022June 26, 2022 by Steve Ainslie

When I am wrestling in my head with a problem, the answer is often quite simple – do the hard thing first.

With dating, the hard thing initially was trying dating apps after years of proclaiming I’d never use them. Within a few weeks, I got past that.

The next dating challenge was how to approach women (essentially strangers) in public to ask for their phone number and a date. By now, I knew exactly what to do – go up and ask. (I’m 0 for 3 so far – Two were married. One was in a long term relationship).

A recent challenge was thinking about someone I broke it off with after one date because I didn’t feel “a connection”. I though about her a lot this past week. She was attractive in many ways – creative, musical, entrepreneurial, intelligent, sweet, flirtatious, responsible. I had some regret that I hadn’t given us a decent chance to get to know each other.

But I knew what to do. I reached out to her and told her this. Then I asked her out on a 2nd date.

She declined graciously saying she had begun dating someone else over the past few weeks.

Drats.


Doing the hard thing doesn’t always get me the results I desire (see above examples). But it always gets me results.

It always clears my head and enables me to plow forward.

Perhaps that’s even better than getting what I want.

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