9 Most Painful Trading Losses From WallStreetBets

Biggest trading losses from Wallstreetbets

The WallStreetBets forum on Reddit is famous for its posts about violent trading losses. Users post screenshots from their Robinhood trading accounts with declining red charts. The bigger the loss, the bigger the satisfaction for other forum members who suddenly don’t feel so bad about their own losses.

In this article, you’ll uncover nine brutal case studies from the WallStreetBets graveyard.

In the end, you will also learn the one common trait and mistake that unifies these losers.

And remember, before trading with real money it’s clever to try trading in a free trading simulator, where you can practice with real market prices, but with zero investment and no risk.

(#1) User “HateMyDarnJob” loses $45,398

Trader loses 45 thousand us dollars

This guy’s username (HateMyDarnJob) tells a story on its’ own.

He hates his 9-5 job and wanted to get out of the rat race by becoming rich from trading.

He started with regular trading and just as he switched to options trading his account started to fall and he lost all his savings.

Now he’ll be able to upgrade his 9am-5pm job to a 5am-9 pm job.

His advice to other traders:

This is for all the newbies who think it’s a “get rich quick scheme” from seeing the recent gain porn. Those people are literally 5-10 people out of 9 million of us. Not saying don’t trade options, just be careful. Also, I’m a full on degenerate bastard. I bet 20-30-40k on combat sports at a time. Play with shit you can lose, please. I hate to see posts with “Lost my life savings and don’t know what to do”.”

😅 Funniest comment:

Funny comment about a losing trade on wallstreetbets


(#2) A newbie trader loses $59,905 on his first day trading GameStop options

Trader loses 60 thousand us dollars on his first day of trading gamestop options

This is a classic story of bad timing and GameStop stock options traders who suffered from GameStop’s hyper volatility.

This person bought $90 thousand worth of options that expire the next day, which is close to being a financial suicide.

He posted his loss on March 11, right at the peak of the second GameStop rally.

Trader loses big money buying GameStop options super bad timing

Such a giant rally increases the implied volatility of the stock. It means that the market is pricing in the 100% moves in the share prices. Basically, it’s 100% riskier to trade.

😅 Funniest comment:

Funny comment on wallstreetbets about losing big money just by touching your thumbs to a piece of glass


(#3) 18 year old kid made $140k+ and quickly lost it

18 year old trader made $140k and then lost it

This kid got lucky and made ~$143k from a couple of grand he had initially.

Then a classic story.

Increased his position sizes and lost 88% of his crazy gains.

😅 Funniest comment:

Funniest comments from Wallstreetbets - what you wer doing when you were 18 years old


(#X) You should lose virtual cash before losing your real money

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Instead of competing against your savings, you will have the chance to compete against other users in the weekly leaderboards.

Sorry for the interruption, now back to the painful losses.


(#4) Jack loses $228,734 in a month and receives a sadly funny letter from Fidelity bank

Fidelity letter to traders losing money

Imagine receiving such a letter from your broker/bank: 

“We want to make you aware that last month, 39 trades were executed in your account and that the overall equity value of your account decreased by $2228,734.60. Please consider reviewing your account statements to determine whether this activity is still consistent with your investment objectives, financial circumstances, and risk tolerance.”

You don’t have to be a banker to understand that losing more than a quarter of a million in a month probably was not consistent with his investment objectives.

Jack himself wrote this: “Fidelity sent me a letter to let me know I’m retarded.

😅 Funniest comment:

Funniest comment from wallstreetbets about the Fifelity letter to hand above fireplace


(#5) Memorable year in my life! 400K plus loss in a year. Won’t go back to Robinhood.

Biggest wallstreetbets losses - 400 thousand dollars lost in a year

This poor trader posted his loss in Nov 2020, which means that the S&P 500 gained over 50% six months prior to him losing almost half a million dollars.

Yet he still thought it was the fault of his trading application. 🤦

It’s remarkable how consistent his losses have been when the overall market was rising like crazy.

He could switch his strategy upside down and sell it for a good price.

😅 Funniest comment:

Funniest wallstreetbets losses and comments - it's not the fault of your trading platform


(#6) My life is ruined. I’m officially bankrupt tomorrow. Lost 500k

This trader bet all his money on American Airlines, which was not a bad bet for the pandemic recovery…

…if he invested in actual stocks instead of stock options, which are way more volatile.

Warren Buffett once said: “Diversification may preserve wealth, but concentration builds wealth.”

Apparently, this beginner trader thought he was still in the building phase with $500 million.

😅 Funniest comment:

funniest wallstreetbets comments about trading losses - you guys realize that you are allowed to trade more than one asset


(#7) YOLO-ed my second mortgage. 35k to 5mil to 300k.

trader loses 5 million on robinhood

So this trader apparently took out his second!!! mortgage, turned $35k to $5.3 million trading GameStop options…

…and didn’t cash out.

Can you imagine that?

He just kept trading all of it and reduced the $5 million to $300k.

Which is still big money, but… jeez.

When is it enough?

If he invested the $5 million into an index fund, he could be generating over $300k per year on auto-pilot. 

😅 Funniest comment:

jesus christ i suddenly feel better about everything wallstreetbets comment


(#8) Down $1.1 Million over the week

trader loses 1 million in a week on robinhood.png

A trader with username MingBearPig27 lost $1.1 million in a week and everybody was cheering him up for having diamond hands (that he’s not closing his position yet).

He still had $379k to lose before he hit zero, so there was apparently “nothing” to worry about.

😅 Funniest comment:

can't pay taxes on gains if you don't have any capital gains


(#9) I will cut off my di*k if GameStop closes below $450

If we’re talking about painful losses, this is probably the pinnacle of them all.

Wallstreetbets user says he would cut my d_ck off if gamestop closes below 450

This post didn’t age well.

As the price did drop below $450.

Suddenly, losing a million in a week doesn’t feel so painful anymore.

😅 Funniest comment:

He's still looking for the nailclippers so he can deliver on his promise

Key takeaway

No matter how much money you make, it will never feel enough.

Especially when it’s just numbers on a screen and you don’t have to lift heavy boxes to make that money.

What is the one common trait among all these losses?

It’s greed.

And the absence of any exit strategy.

Remember friends – if it’s good enough to screenshot, it’s good enough to sell and cash out!

Thanks for reading and feel free to check out our new trading simulator app where you’ll get $100k of game money to practice trading in a safe environment and compete against others in weekly leaderboards.

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