I’m struggling to find myself in life

In professional life that is, in my career or business.

I’m increasingly thinking it’s a kind of a mental illness, though I’m wary of using this term lightmindedly.

I’ve been together with my wife for over twenty years and we are raising four kids. I’ve been fortunate on the personal front, notwithstanding the usual challenges and occasional difficult stretches that we have to overcome — as most other families do.

In my career though… Yikes.

If you look at my resume, you wouldn’t say “Yikes”. You’d probably say “Wow”.

Cambridge University undergrad

Harvard Business School MBA

Morgan Stanley early in my career

My post-MBA endeavors have been versatile. I worked for my family business and I worked in business development for a number of companies, including in Silicon Valley. I tried entrepreneurship a number of times. I’ve been doing consulting work most recently. There is no point in going through every experience in detail. It’s enough to say that I failed in the last dozen or so of my professional endeavors. I lost other people’s money when it came to entrepreneurship; I got let go off or abandoned my projects in the corporate environment because I wasn’t delivering value. I wasn’t delivering because I didn’t like the projects, because I didn’t like my bosses, and because I had become fatigued with my own failures. So while the word “versatile” sounds positive and…