What’s the biggest risk you’d like to take — but haven’t been able to?

I’ve enjoyed my job for many years. I’ve gone from contractor, to part-time employee, to full-time employee with the same organization over the past 18 years.

The organization went through a rocky merger with a larger one in 2017 and it’s just never been as fun as it was in the old days. The money and benefits are better, but I don’t like the person I ended up having to report to. And there are other problems.

So, the biggest risk I’d like to take, but haven’t been able to (yet), would be to give my notice. The risk is less about the income, and more about the void. What am I going to do with all that time and mental energy? What do healthy retired people in their 60s actually do all day?

If you could retire at 60, would you?