# What's the most money you lost in the dumbest way?

**URL:** <https://boards.straightdope.com/t/whats-the-most-money-you-lost-in-the-dumbest-way/845030>\
**Category:** Miscellaneous and Personal Stuff I Must Share\
**Created:** [December 18, 2019, 4:59pm UTC](https://boards.straightdope.com/t/whats-the-most-money-you-lost-in-the-dumbest-way/845030 "2019-12-18T16:59:07Z")\
**Posts on this page:** 1\
**Showing post:** 13

<div class="post-metadata">

**Author:** ![divemaster](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/divemaster/32/78_2.png) [@divemaster](https://boards.straightdope.com/u/divemaster)\
**Post date:** [December 18, 2019, 8:45pm UTC](https://boards.straightdope.com/t/whats-the-most-money-you-lost-in-the-dumbest-way/845030/13 "2019-12-18T20:45:55Z")

</div>

The worst thing that ever happened to me was being a winner at casino gambling for about 10 years. Hit Vegas or AC once or twice a year type of thing. Nothing huge. Win 1-2K. Not a whale. Not living at the casino. Just a guy making some extra coin at poker/blackjack/craps a couple of times a year.

Then, winning $22,000 in about 5 minutes.

You then get on the “preferred” lists. “Free” rooms. “Free” meals. Matchplay. Etc.

Believe me, the amount I lost over the subsequent 10 years more than offsets the winnings. Way more. You convince yourself that you can beat it (hell, I did for 10 years). Lose at the casino? I can certainly win it back sports betting. I watch a lot of sports! How hard could it be? You start chasing. And chasing. And chasing.

It ends up bad.

---

_[View the full topic](https://boards.straightdope.com/t/whats-the-most-money-you-lost-in-the-dumbest-way/845030)._