What have been the best and worst investments of your adult life?

Worst investment: Been in 20 weddings over my life. Best man in 10 of them. I blew enough on bachelor parties to put a kid through two years of college at UGA or GA Tech. I keep in touch with only about 6 of the grooms.
Best investment: Real estate. Bought my mother a house for 84K some years ago. Sold it last year for almost 700K. Not the best return but a great savings plan. We have owned 8 homes and made money on all of them.
Second Best: Invested in a company called Machismo Mouse a 100 years ago. $1500 turned into $15,000 in two days. Pulled my money out and promptly got a call a year later from the SEC investigating me and several others of insider trading. I hadn't and it went nowhere.
Second worst: Loaned an old girlfriend $2,200 bucks for stripper tits. Motor boated those things for about 6 months before she started banging her ski instructor at Snoqualmie Summit and never paid me back. I think she is on husband #4 so I dodged a bullet there. I am sure those tits have been a landing spot for many a guy.
Small world. Machismo Mouse was founded by Tiger Warren who ended up piloting a float plane that crashed into the Columbia River killing himself and his three sons. I picked up his ex-wife as a client prior to that event.
 
I remember that name Machismo Mouse. Remind me what they were all about.
Machismo Mouse was a really good Mexican food joint that used healthy alternatives to the fatty shit that a typical Mexican joint makes. It really was amazing food. I believe they were Portland based when they went public.
 
Worst investment: Been in 20 weddings over my life. Best man in 10 of them. I blew enough on bachelor parties to put a kid through two years of college at UGA or GA Tech. I keep in touch with only about 6 of the grooms.
Best investment: Real estate. Bought my mother a house for 84K some years ago. Sold it last year for almost 700K. Not the best return but a great savings plan. We have owned 8 homes and made money on all of them.
Second Best: Invested in a company called Machismo Mouse a 100 years ago. $1500 turned into $15,000 in two days. Pulled my money out and promptly got a call a year later from the SEC investigating me and several others of insider trading. I hadn't and it went nowhere.
Second worst: Loaned an old girlfriend $2,200 bucks for stripper tits. Motor boated those things for about 6 months before she started banging her ski instructor at Snoqualmie Summit and never paid me back. I think she is on husband #4 so I dodged a bullet there. I am sure those tits have been a landing spot for many a guy.
Small world. Machismo Mouse was founded by Tiger Warren who ended up piloting a float plane that crashed into the Columbia River killing himself and his three sons. I picked up his ex-wife as a client prior to that event.
Wow that is crazy. A really small world.
I never knew what happened to the company, why it went South so quick. I guess that was part of the reason.
Wow, he went down with his three kids. Very sad.
 
Investing time in Tug trying to convince using facts and law is one of the worst time investments conceivable. Financial investment was Radio Shack when heading downwards already.
 
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Worst Investment = Made a rookie 1st time divorce mistake while separated. Paid off all my soon to be ex-wife’s debt thinking this might make my divorce less complicated since I was the person seeking the divorce. 🤦‍♂️🔫
Best Investment = Leaving that jealous blonde 🔼🔼🔼 bitch from Florida at UW and finding my forever latina here in San Diego decades ago.
 
Best: Net? Primary residence probably. Hard to beat SoCal coastal property at 2.75%
%apy? probably BTC or gold currently
Worst: Keeping the college girlfriend post college. Lost my Chilean work visa because of visiting her stateside, Cost steps on my career ladder, and I passed on a lot of overseas strange being loyal for it not to be returned.
 
Worst Investment = Made a rookie 1st time divorce mistake while separated. Paid off all my soon to be ex-wife’s debt thinking this might make my divorce less complicated since I was the person seeking the divorce. 🤦‍♂️🔫
Best Investment = Leaving that jealous blonde 🔼🔼🔼 bitch from Florida at UW and finding my forever latina here in San Diego decades ago.
I did that as well... since it was mostly my debt and we used her cards… and I just wanted to love on.... been.single aka happily peaceful ever since.
 
Did some insider trading a couple of years ago and got away with it.
 
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