The Worst Business Deals In History
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Are you curious about the worst business deals and business decisions ever? Well, you came to the right video! In this video, I dive deep into four business deals that cost companies and individuals BILLIONS in lost revenue. If you love history, business, and finance, this video is for you.
This video is for educational, artistic, and documentary purposes.
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Bookmarks:
0:02 – Blockbuster Bust
10:02 – Yahoo!s Whoopsie
14:57 – Microsoft Mega-loss
22:37 – The Apple Accident
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*Copyright Disclaimer Under Section 107 of the Copyright Act 1976, allowance is made for “fair use” for purposes such as criticism, comment, news reporting, teaching, scholarship, and research. Fair use is a use permitted by copyright statute that might otherwise be infringing. Non-profit, educational or personal use tips the balance in favor of fair use. No copyright infringement intended. ALL RIGHTS BELONG TO THEIR RESPECTIVE OWNERS.
For entertainment purposes only. Based on actual events.
Source: Trust Me bro
Video inspired by & other references:
https://youtu.be/M7SqQnKuZOQ?si=Ai6jZxR6ExseDoG6
https://youtu.be/dPyr5RB2Ilw?si=2ZSiObg4P4Y20uEJ
https://youtu.be/dTZkL3bmDN0?si=F0j5Mp3bM_2NGfGB
https://youtu.be/ndEwcp_HG34?si=a4-AWxdH_uz6VwVZ
https://youtu.be/6ghRStVJA28?si=4i66uV9IRZ06LIGD
https://youtu.be/89YZXIGOAB0?si=szZhDsZtp6Cq3VEv

@TrustMeBroOfficial
November 9, 2026 at 12:36 am
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Happy Friday Bros, I hope you love this weeks video! I love talking about business and I hope you enjoy this one as much as I do!
@rmtbm13
November 9, 2026 at 12:36 am
22:19 yes King!
@christiansd04
November 9, 2026 at 12:36 am
You should do the best now Bro but you should leave out the Big Pharma companies
@yarg619
November 9, 2026 at 12:36 am
Shark tank passing on ring is my favorite honestly.
@slim6152
November 9, 2026 at 12:36 am
I would 100% give up streaming for blockbuster
@ignacioalmiron7187
November 9, 2026 at 12:36 am
Every Friday I came back from school, my mom took me to a blockbuster nearby and I could pick 2 or 3 movies, plus M&Ms and Pringles with a coke.
Absolutely majestic Fridays.
@dilobaryiguano
November 9, 2026 at 12:36 am
2:23 lol is that Carnosaur?! that's a pull
@JAGContent
November 9, 2026 at 12:36 am
I miss Blockbuster
@cristianmoore1996
November 9, 2026 at 12:36 am
With how expensive streaming services have became, Blockbuster could make a come back renting physical media for significantly cheaper. I think it would take a bit but I think people would bite
@mohamadoumbaye8249
November 9, 2026 at 12:36 am
25:40 after hearing this part. I wouldn’t regret it if i was him. Sure I’m not worth 500mm now but that peace of mind and risk aversion in the moment is understandable, we cant all predict the future
@cheyjackson909
November 9, 2026 at 12:36 am
There is a blockbuster building 15 min from my house, idk if they are open , but it's cool to look at it every time I pass by, still has the old sign on top , like a time capsule.
I might try to walk in one day to see if they are locked. 9:12
@LeoandGames
November 9, 2026 at 12:36 am
I swear to God he's posted this video before
@MisterTim-b9w
November 9, 2026 at 12:36 am
Not to be an ass but how old are you? When I was 17 Blockbuster was going out the door and suddenly when I was 19 it was gone or not hiring. Given how young you sound I don't believe you experienced any of that and are going off 90s hype. To be clear the 90s weren't that cool we had less things and the Internet wasn't there. Calling some one on they payphone without a cell phone was regular for me till 2009 when I got a cell phone and it wasn't smart.
@phantomtitan9792
November 9, 2026 at 12:36 am
Interesting video
@ryanclinton841
November 9, 2026 at 12:36 am
The story behind Gatorade fits here
@altverstube
November 9, 2026 at 12:36 am
w story <33
@hopskip1746
November 9, 2026 at 12:36 am
24:28 😳…. Wow…. His partners were psychos for even offering Wayne those deals.
@TheAlmightyOreo
November 9, 2026 at 12:36 am
22:45 first time seeing young Jobs and now I see why they had Ashton Kutcher play as him in that movie.
@conn13b01
November 9, 2026 at 12:36 am
Is it just me or are TMB's videos quieter than others? I'll be at work listening and I can hear other videos fine over workplace noise but I struggle to hear this dudes. Sucks cause I love his shit
@CarlNorcpop
November 9, 2026 at 12:36 am
9:23 Dam i was born right when blockbuster started died.😢
@jonathanpate3799
November 9, 2026 at 12:36 am
Lol, it's crazy to think if Blockbuster at their peak would have bought or partnered with Netflix, Netbusters would be like the king of streaming and renting movies. Also, if they were making 20M a day, basically 50M investment would have been a drop in the bucket. Just dumb. The Yahoo and FB hold out was smart too. Knowing what you have and it's worth very important in business. The Skype deal I wasn't really interested in just because that's not something I used. Guess I'm more of a traditionalist, lol. Now, the Apple deal is just bonkers, lol.
@heyheyitrachelgray
November 9, 2026 at 12:36 am
Microsoft murdered Skype.
@a_person_orwtv
November 9, 2026 at 12:36 am
22:06 i RAN to that insta.
@infin1ty850
November 9, 2026 at 12:36 am
16:05 that wasn't really the best comparison. Skype became the direct predecessor to Teams after Microsoft bought them. Skype never really disappeared, Microsoft basically just evolved it and renamed it Teams.
@joseville
November 9, 2026 at 12:36 am
Hmm, so Netflix was only doing the DVD rental via mail business at the time? If so, there's no guaranteed that Netflix under Blockbuster would have evolved into a streaming service tech company which is where all its value is and has been for a long time.
@P.r.i.m.o
November 9, 2026 at 12:36 am
You should talk about adidas' stripes. They got them from a finnish brand "Karhu" for like 100$ and a bottle of booze lol
@oliverhorvath8013
November 9, 2026 at 12:36 am
0:28 Hey, when did you recorded me?
@kuqii9001
November 9, 2026 at 12:36 am
15:19 i love how u guys feature each other
@Yugo-king
November 9, 2026 at 12:36 am
0:36 or maybe they are not Canadian or American
@mathieuleader8601
November 9, 2026 at 12:36 am
the South Park Halloween special Nightmare on Facetime about Randy owning a Blockbuster is awesome
@conqc20
November 9, 2026 at 12:36 am
I did that mail dvd service, but im sure it was Amazon? I think it was called "Lovefilm" though that could have been a separate company that Amazon bought up. It was a pretty good service.
@knotalex
November 9, 2026 at 12:36 am
lego had the opportunity to buy minecraft, ultimately the deal never happened. thank god
@travit666
November 9, 2026 at 12:36 am
4:07 I find it hilarious that now in 2026 two of those companies are completely gone
@relavncy
November 9, 2026 at 12:36 am
You forgot Deshaun Watson being signed for 200mils. Signed a bench qb with SA charges for 200 mil to do nothing
@Alois_from_Vienna_in_Austria
November 9, 2026 at 12:36 am
When Blockbuster declined too buy Netflix it was a company that send DVDs by mail, lost 50 millions $ last year and never made a $ profit. It was not a streaming service yet at all and it is not very probable that they would ever have changed into streaming if bought by Blockbuster. They did not pitch the idea of streaming too Blockbuster but sending DVDs by mail, which is a venture as dead today as Blockbuster.
@PelleBleu
November 9, 2026 at 12:36 am
Why is bro talking so fast 😂
@notavailable3218
November 9, 2026 at 12:36 am
Had to pause to follow your insta. I'm watching your videos for 12-18 years now, but I have seen almost every video. Is the insta acc new?
@jasonlyhasyoutube
November 9, 2026 at 12:36 am
I started doing the Skype ring tone at the same time 🤭
@cidiracing7481
November 9, 2026 at 12:36 am
19:00 Skype went exactly how Microsoft wanted. Buy up the competition, extract what they can for their own stuff and throw the remaining parts into the trash. It's been like that since the 90s. They could have reverse engineered Skype for their own app, but that doesn't remove Skype from the market and free up it's market share.
@aleronupstill9816
November 9, 2026 at 12:36 am
I spent 500 bitcoin on shrooms and Molly.
@bunnylover460
November 9, 2026 at 12:36 am
Buster, get off my block