Classmate Updates I’d Like to See

Classmate Updates I’d Like to See

This happy fellow dancing badly is my high school classmate Doug Stone. He partied all the time, was a total slacker and arrived late & drunk to graduation. He now manages a global hedge fund & earns $15 million/yr.

This happy fellow dancing badly is my high school classmate Doug Stone. He partied all the time, was a total slacker and arrived late & drunk to graduation. He now manages a global hedge fund & earns $15 million/yr.

Every three months, like clockwork, I suddenly experience an overwhelming feeling of inadequacy. It happens when my high school alumni newsletter arrives. I went to a private all-boys’ military high school, the Albany Academy, founded in 1813. The school sends out a quarterly newsletter for three reasons:

  • to update alumni on programs they’ve initiated, like the incredible new state-of-the-art athletic complex
  • to not so subtly solicit generous donations to fund the incredible new state-of-the-art athletic complex
  • and most importantly, to invite alumni to send in updates about their booming careers (and invite them to share their riches to offset the cost of that incredible new state-of-the-art athletic complex)

I don’t normally suffer from poor self-esteem. I feel fairly good about most of my vocational moves – even my current ten-year gig as a humorist, despite the fact that it is a source of constant embarrassment to my wife and kids.

I generally avoid contact with most of my high school classmates because it invariably degrades into a rencounter among alpha males for top honors in career achievements. I’ll bump into someone from my graduating class who had been a stoner and slacker and barely eked by with a C- average. In the first minute of our encounter, he informs me that he’s now Chief of Neurosurgery at the Mayo Clinic. Or perhaps he invented GPS technology or won the Nobel Prize in Mathematics. Then comes that awkward moment when he asks what I’ve been up to and I am thrust into the awkward moral dilemma of whether to tell him I’m the CEO of a multinational technology firm or Ambassador to France. I usually just dodge the entire issue by vaguely alluding that he does not have the proper security clearance for me to divulge the details of my amazing story.  Continue reading “Classmate Updates I’d Like to See” »