I'm not sure if I've shared this before or not but here goes...
It was a roaring bull market in 2000 and I was a totall n00b. Like all the rest of 'em thought I was hot stuff. There I was selling puts on BCE on the TSE. Each month around $2000. It was becoming like a salary really! Bam! $2000, next month, $2000. Each would expire worthless as the stock had appreciated well above it.
Then I decided to get serious! I thought BCE is for losers. I want the real action. I looked around and found JDSU. Here we go, I thought NASDAQ, where the action is. Where the big boys play. So I upped size and wrote a big wad of puts. Easy stuff I thought.
Guess what the market did next. Yup! It tanked. And there I was watching my puts go into the red exponentially each day. It was the classic deer caught in the headlights situation. My stomach would turn into a knot whenever I looked at a quote. I would try to think of something else, hope for a miracle, hope that the option would somehow miraculously stop falling and recover. Or not get exercised!
I thought about doubling down since I thought when hadn't the market rebounded back?
But at that time I had begun reading the Wizards books and if it was one thing I got out of them, it was to NEVER add to a losing position. So as hard as it was, I didn't.
So what happened? I bought the puts back for a huge loss a few days before expiration. Then what did the market do? Yup! It rebounded like a bat outta hell. Had I doubled down, not only would I have saved my hide, I would have actually come out ahead!!
Now I felt like a real ____.
But looking back, I can't decide whether it would be better had I doubled down or not. I think if I had, I would have still learned my lesson and never again added to a loss. But who knows! Maybe it was better this way.
Whatever way may have been best, the result of that incident was that I woke up to the reality that I didn't know jack about the market!
Looking back on those days, I can't help but chuckle at the naivete and courage that came from ignorance.