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Biggest mistake I made was not taking more risks when I was young. When I got older, I realized I was becoming stagnate in a job, and I wasn't advancing or growing. I had to quickly adapt and take big risks on bigger positions. I'm happier with where I'm at now, but my advice is to never be afraid of the risk and to take them while you can.
What kind of risks were they?
Probably the biggest mistake was sleeping with my manager. I lost my family and eventually, when the "bloom was off the rose" so to speak, lost my job as well. I recovered by getting another position in another city, mending relations to some degree with my ex, and becoming an active part in my children's lives. I also learned a huge life lesson that I should've known when I was a 20s-something professional. I have someone else in my life and I know that I will never make that kind of stupid mistake again.
WOW!
Chief
Being too trusting