When Early Retirement Turns Into a Total Bore

When Early Retirement Turns Into a Total Bore

Note: So you sell — then what?  Too often we forget as business owners that the sale leads to something — what that is will be up to you.

I’m a 55-year-old male. I recently sold my business, which was very profitable. Financially, I am pretty well set. But while the idea of an early retirement was always appealing, I’m finding that I am bored out of my mind. I miss the activity and satisfaction that came from building and running a company.

I don’t feel I can talk to any of my friends about this, as they are hard at work and can’t really identify with my boredom. I feel I am too old to go back into the work force, which seems so focused on millennials. Moreover, I have enjoyed 25-plus years plus of calling my own shots, so I wonder about reporting to someone else.

Is this just something I need to get over and enjoy the fruits of my labor? Or should I try to re-enter the work force in some limited capacity?


Congratulations on submitting the most enviable “workplace dilemma” that I can recall. And as if the rest of us weren’t jealous enough already, you likely have better options than you realize. No need to head back to some mailroom to be bossed around by twentysomethings 40 hours a week. You can dabble — consulting, taking on short-term gigs, freelancing.

See the rest of this article at: https://www.nytimes.com/2018/02/16/business/early-retirement-a-total-bore.html.


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