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Old 05-24-2019, 04:27 PM   #41
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In the Ottawa Federal Government many colleagues had spouses at Nortel or JDU. Pre meeting buzz would include bragging about stock options, “I no longer need to work” stuff, stories of cleaners getting rich on options, and so on.

A year later it was stories of spouses getting laid off, mortgages on houses no longer affordable. I bought a jet ski off of a twenty something high techer laid off. A lot of retirements were ruined by over exposure to high tech.

Friend of mine in senior management at Intel had a big blow up with his boss just before the bubble burst, resigned and cashed out his options on the way out the door. Was sitting on a large pile of cash when things crashed.

Mid 2000s I was doing well with sub prime private lending, but drifted into riskier bridge loans where you could pocket 10k on a 100k note in a couple of weeks.

But, I was too trusting of a borrower who had the lawyer and broker in his pocket and found myself with a 2nd mortgage out of water on a slum, hungry for a 20k monthly first mortgage payment.

The process of digging myself out of that was life changing.
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Old 05-24-2019, 04:58 PM   #42
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Btc

2200 percent, give or take, 2k experiment in crypto turned 2k into 36k in about a month
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Old 05-24-2019, 05:59 PM   #43
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Watching the events of 9/11/2001 unfold-----and listening to the tales of individuals attempting to contact their loved ones on cell phones convinced me that mobil phones were here to stay. As soon as the NYSE reopened, I bought Nokia; I sold the same shares a little over 3 months later-----a "double bagger" on my initial investment.
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Old 05-24-2019, 06:59 PM   #44
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Bought ROKU in December 18 while goofing off in Key West ... had been following the streaming technology for a year or so ... also bought MJ while sniffing the alleyways.

Should buy from Key West more often.
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Old 05-25-2019, 06:56 AM   #45
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I have had three that really stand out for me anyway.

Back in 1982 or 83 I was playing a few stock options and made some and lost some, but bought some IBM options that were out a few months and turned out I had perfect timing. Turned a $5000 investment into $151,000. Never did anything else even close to that with options.

I used to flip a house once in a while, one every couple years. This was also in the 80's. Bought a lake front cottage in NH in June for $125,000, had to put about $10,000 into it, and sold it in September for $250,000. Got it cheap because it had a problem nobody wanted to tackle and also hit market timing going up for lake front property in that area. Always made a profit on my flips, but nothing close to this one.

Then just last year was in Las Vegas and played blackjack. Had a stake of about $2000 which I turned into $11,000 in about 6 hours. Unfortunately I lost about half of it back over the next several days. Still left town with around $7000 so for me a huge win. I keep getting so many offers of free stuff to come back. Free rooms, shows, meal credits. I think they want their money back.
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Old 05-25-2019, 09:59 AM   #46
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Quote:
Originally Posted by braumeister View Post
I don't know about best, but the one I enjoyed the most was Enron.

I bought some in early 2000. My skeptical self got nervous about it and sold it later that year for about an 18% gain. Not a big sum, but I've always felt good about it, and even today I smile whenever I hear Enron mentioned.
Coincidentally, I once made a 18% return on some money invested for one year. It was $500 so I got nearly $600 back. The return was crucial because I moved to my new place in that year (leaving me without a lot of money for a while) and bought my dinette set which cost me just under $600.
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Retired in late 2008 at age 45. Cashed in company stock, bought a lot of shares in a big bond fund and am living nicely off its dividends. IRA, SS, and a pension await me at age 60 and later. No kids, no debts.

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Old 05-25-2019, 01:24 PM   #47
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Purchased a vacation condo in 2004 sold in 2010 triple what we paid for it. That was during the housing crises too. It was a very good investment.
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Old 05-30-2019, 10:06 AM   #48
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I have a couple, presuming short-term means less than one year. Back when I first started investing in the late 80's, I was attracted by a little known small cap fund call Ultra, managed by 20th Century Investors (now American Century). After seeing a dip within a few months of buying, it bounced back to return over 100% within 12 months. Alas, this attracted a lot of attention -- and investment dollars to the fund -- and it's never been the same since. I still own it, but it's basically another large cap growth fund, and return does not vary much from the market overall.

In the early 2000's I bought Drugstore.com, following Peter Lynch's advice to invest in companies relevant to you for some reason. I purchased contact lenses and other health-related merchandise on the site, so I thought I would give it a try. The stock was very ho-hum for most of the year. One morning when I checked the price, it was up over 90%. Turns out Walgreens had made a buyout offer. I figured it was best to lock in my gains and sold within a day or two.
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Old 05-30-2019, 10:28 AM   #49
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Back when I was a teenager in Ireland I used to go to the race course every now and then. One day I was walking there (too young no car) and got a lift from a stranger. He told me that this horse was running in the last race called Carlow Rose. Well he said that Carlow Rose was out to win this time. What do you mean " out to win"...as opposed to "out to lose" I said? Exactly, he said. Carlow Rose runs best at 7 furlongs he said, and the trainer runs him at all the other distances because he won't win there, and that's the form that everyone looks at. So indeed I got to the the races and looked at his form (racing history). Lost all his last 6 races badly but none at 7 furlongs. Anyway..I put a fiver on him and he won at 33/1. Lot of money for me at the time!!

True enough to form the next year I watched him and when he ran anything but 7 furlongs he lost. Then at the end of the season he ran 7 again he won. Again at 33/1. This time I had a few friends in on it and we all made money. I imagine the owners did too. The races weren't worth a lot of money and he could probably make more betting on his horse once or twice a year.

The next year he was bought by someone else, and ran nothing but 7 furlong races and won quite a few. This owner wanted to win I guess. Of course my golden goose was dead.

I was told beforehand that horse racing was crooked but now I was sure. Saved me a lot of money after that just wondering if my horses owners even wanted to win in the first place. Silly betting on them if I'm not even that convinced.
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