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Hindsight is always an interesting exercise. In general, it would have been more profitable if I hadn't been so conservative in my investments. However, it all worked out well in the end and I slept well at night. I've no real complaints. I avoided Apple because I couldn't imagine that their product price premium would ever be successful in the market (excluding their graphics program capability which was significantly superior to alternatives). I was obviously wrong and missed some significant gains. In investments, like life, you've got to go with your best judgement at the time, c'est la vie .
I would have pursued my music career more aggressively. My best friend who I jambed with went on to be a very famous musician in a rock band we all know and hear on the radio. I instead went into other directions. I know in my heart I could have been right with him and be as wealthy as him with all the girls and all the cars and any luxury in life one could ever dream of.
Then again, it might have made me into the typical rich stuck up movie star who thinks their sheet dont stink.
Put everything I had at the beginning of the 1983 football season on Miami to win the national championship. Then I would have taken my winnings and plunked it all down on Microsoft the moment it went public. Then yanked it all and sent it to Apple when it was at six bucks a share when Jobs became CEO once again.
Then, in 1999, when HealthSouth, after the CEO was nailed for cooking the books, plummeted to 5¢ a share, I would have thrown every dime I had at it. Today, even after the recession has ravaged the markets, it's at $14.00 a share. It was at $28 before the market tanked. That would have been a 14,000% return on investment in an eight-year period. I came thiiiiiissss close to jumping on it with about $5,000, figuring the assets were worth that much. I still kick myself.
To all the older members of City-Data: Financially speaking if you where to go back in time is there anything you would or would-not have done (ie: renting instead of buying, investing ect)?
Gone to dental school instead of aerospace engineering. Made boatloads of money as a dentist and fly for fun with my own aircraft rather than attempted to fly professionally.
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