I Challenge Kevin O'Leary To Find Me The PERFECT Watch

Kevin O'Leary's Channel: / @kevinoleary
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In today’s video, we feature the legendary Kevin O'Leary on a tour around NYC to talk and dive into the world of watches. This unique opportunity brought us together to share insights, stories, and our passion for timepieces. I hope you enjoy this special video as much as we enjoyed making it!
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WHO AM I?
I’m Alex and my goal is to guide you to your best self through thousands of videos on self development, and self-image improvement. Consider this the modern man's guide to success. Subscribe and I promise to help you reach your full potential by upgrading your style, your hair, daily habits and overall looks.
Men's fashion, men's style, men's hair and hairstyle advice, grooming, fitness & health, dating advice, and overall self development.

[@alexcosta]

Don't forget to follow me on instagram.com/alexcosta
My apologies for the editing mistake at 3:55
Thank you for watching!
-AC

[@JoshLavis]

thank goodness, thought my computer died 😆

[@abhijeetsandhu2512]

I know leary is a great guy but I just wish for you to collaborate with Teddy baldassare

[@_rayhaan7862]

It’s fine great vid tho

[@user-qd1eh9xq9o]

Alex collabed with Kevin before the release of gta 6

[@goaboi]

Not sure why Alex thinks all his viewers are Multimillionaires

[@emergencyfood7660]

It’s the goal of building his audience towards growing their mindsets into becoming millionaires…you dream it, you strive for it

[@servantofallah9425]

You think they want their audiences to become millionaires? You must be monkey minded person who believes Santa exists​@@emergencyfood7660

[@douglasmstewart]

You can afford most of these watches. It just takes some discipline. I’m a schlub and I have a few nice pieces in this range

[@surindersingh724]

You don’t need to be a millionaire to buy any of these pieces. I graduated in 2004 and have been working in the IT sector for just over 20 years. I earn less than $95,000 a year. I own two Rolexes, a Tag Heuer, a Breitling, an Omega and I recently added an Audemars Piguet to my collection. I bought the first one in 2008, only two of them were brand new and only one of them cost over $20,000. You don’t have to earn six figures to afford a nice watch collection. Work hard, save and it’s easier than you think.

[@michaelbishop9157]

@@emergencyfood7660 I couldn't afford one at the start but by the end of the video I had bought 3 rolexes. It clearly works

[@grandillusion52]

now we need a crossover with Teddy

[@alexcosta]

True

[@vaibhavmourya6890]

Teddy baldassarre? Would love to see courtney there too

[@JohnSkyLey]

Hell no

[@jethrojacinto2798]

An actual watch guy who knows his stuff

[@nikkimiddlekillsday5161]

I'm pretty sure his wife isn't as into watches as he is 😂

[@simon_exley]

Nico is gonna enjoy this

[@alexcosta]

😂

[@harshdeepdas9035]

Same thought 😂

[@bertholdbach4959]

There was nothing stupid said in this video. Why do you think he would enjoy this?

[@regiel_villegas4799]

Unreal Collaboration✨️

[@KeepingWatchUK]

6:06 well he murdered that pronunciation! 😂

[@bathrat]

He also murdered Glasshutte

[@kimchiwasabee]

He had too much Jäger(meister) the nite b4.

[@alihossan6655]

I always look forward to your recommendations. A few years ago, I bought a Rolex Seadweller Black Dial Vintage 1665 in Switzerland. It was the perfect size for me and had an entirely self-winding movement, which I found better than the Submariner. Now, I'm curious to see how much it's worth today. I'm planning to do some research and might make a profit from it.

[@davidbenett1]

Great that will fetch you some cash. *I used to be a collector, but I liquidated my collection to venture into real estate. In January, I acquired homes in Malibu for $32million, and the returns on investment far exceed what I earned as a collector.

[@jackwpetrov]

How did you grow your portfolio to $32m, I'm impressed, I have a lump sum in the bank, the rates are not impressive so I'm moving it, what's your cash flow like?

[@davidbenett1]

I have a financial advisor (trader) she grows my liquid assets and I reinvest the weekly payouts back into real estate and long-term ETFs like VOO and SCHD. I have also started acquiring some tech ETFs, including IITU and IUCM.

[@jackwpetrov]

Sure it's all about DCA, could you please share her name with me or any details so I can look her up online? Thanks!

[@davidbenett1]

She is well known as - Diana Leayani Lara. please do your own research.

[@Abhichaudary_x26]

I can already see a dutchman getting ready for this video 🤣🤣

[@rkturan7542]

The old angry dude from shark tank 😂

[@B1inded3agle__]

(and the one with the worst offers 😭)

[@Henry-nw9fg]

Lol😂 yep you got it

[@nikkimiddlekillsday5161]

He's only angry when he doesn't hear the word "royalty"

[@SteveSmith-kd9if]

He's been a watch CZcamsr for a while now, "where the hell you been at"!!!!? You're probably just a bot though!!!!!!!!!!!!

[@rkturan7542]

​@@SteveSmith-kd9ifyeah I'm a chess bot, thx for the compliment

[@naveenkataria661]

Props to Kevin for knowing so much about more affordable watches like Longines and Baume&Mercier...seems like time spent with Teddy is paying off ;)

[@adityachampawat1414]

Been following you since a long time Alex! Happy to see your success man! Much support! ❤

[@MovieNight090]

We want a updated watch collection

[@masterchief8427]

Love that Kevin relates memorable moments with watches. I can definitely relate b/c I do the same thing and makes the timepiece that much more special.

[@Fit4mental]

Been waiting on this !!!!! 2 legends ✅ Super proud of how far you’ve come

[@kingpierre27]

I'm surprised Kevin didn't pick any Grand Seikos for entry-level watches.

[@syairazihaziq9642]

Same. I was expecting $1000+ watches for entry lol.

[@kimchiwasabee]

Or SEIKO spring drive,FTM.

[@RageElixirVlogs]

Legendary collab 🙌🏼

[@Seabersify]

A lot of these watches are beautiful, though personally I love a minimalistic look, like the Parmigiani Fleurier, great video Alex!

[@benji321]

The Cartier Santos and Girard-Perregaux were both really good picks. Cartier Santos at around 5k is killer.

[@powweihao3028]

This is unreal! 2 of my favourites in collaboration! Liking it even before I started watching! 🙌

[@jjh00]

I like Kevin but the black and red combo always looks like a prom outfit

[@3581tossit]

he sleeps in a coffin

[@kejuu1561]

Alex love your videos please never retire ❤❤

[@Trix2k0]

Learned a lot ! Thxs for bringing this to us ! ❤

[@thomasf6280]

Hey Alex, it has been a while since I've watched your videos but I am glad I found your channel again. I forgot how much I learn from your videos!

[@alexgoya9245]

it’s “glass-who-tah” 😂

[@coryrogers7936]

Love this video! Nomos has been on my radar the last 5 years and can’t wait to one day own one! Great show!!! 👏🏼

[@hybrid0880]

Good to see you switching up your content, Alex. We enjoy it regardless.
Keep going bro! ❤💪

[@alexcosta]

Thank you!

[@mohamedmujeeb2352]

Im in love with that cartier, Like that dial is an art itself.

[@javi.gaitan]

Wow I love Alex and Kevin it’s crazy they did a collab! 🔥🤝

[@d.stiefel869]

Did Kevin literally say Jag Cootra? Haha 😂

[@EdDaunt]

And Ulysse Nardinez! Interesting selection of watches though.

[@ujwalshrestha3827]

I like his suggestions and recommendations that when and why to buy a watches.

[@alexcosta]

He knows his stuff!

[@gulmanjavedd]

Love this type of content.

[@riquelmejosh]

This was a very enjoyable and informative watch! Smashing it bro.

[@ayandey137]

4:26 Oh boy that Flex! 😂

[@edwardkritchevski3433]

Thank you Alex. this was very enjoyable & informative!! Kevin O'Leary is the ultimate watch collecting aficionado.. watching this made me "hungry" to start watch shopping. After all, there is a thin line in watch collecting: between addiction vs collecting hobby.. :).

[@everythingspace9242]

The last selection was great. Love them all

[@k.nilsson]

Love it! Thanks Alex⌚️

[@4booger403]

Did someone pay Kevin to promote Tudor?

[@nikkimiddlekillsday5161]

He got hooked because of Teddy, so he's went and bought like 5 of them

[@benjaminbenavidez8265]

Different from your normal content. Awesome switch up with Mr. Wonderful! Dudes a gentleman and aligns with your channel but also has different taste which is cool to see. Great video man!

[@carljhonson9707]

Lovely collaboration ❤

[@briteppr62]

Hey Alex, can you please add links for these watches?
What is the specific B&M Dual Time ?

[@oscarthegrouch1929]

Wow, Kevin and you just made me a fan of watches⌚
I can't stop thinking of that Cartier watch because it might be my dream watch now !

[@Justinpiano1987]

Jack Coo-truh 5:51 😂

[@Anotherbibuzz]

I still have no idea how he managed to pronounce Jaeger-LeCoultre like this 😂 6:06

[@BMRS03]

For someone who professes to be a watch enthusiast, he certainly butchered that name

[@aspOLmeR]

He is just an idiot, considering that he speaks french

[@CodyVella]

@@BMRS03he’s a wanna be watch collector

[@waldeo5107]

That Nomos has to be the best pic of them all! What a classy watch! Simple dial but so elegant! Great choice!

[@zeeshanpasta8440]

Always loved watching Shark Tank, great collab! So proud of how far you've come Alex!

[@omeromer5298]

Brotha,Can you make a video about gym essentials?thank you for the piece-of-art video❤

[@cameronmartin719]

Kevin's oversized cuffs and red pocket square bug me.

[@3581tossit]

It's not a good look. Imagine walking into a business meeting and seeing someone dressed like a vampire while wearing a red banded watch on each hand. It's tacky and makes it look like he's trying way too hard.

[@scannjer]

Great video! But would have been nice if you did put the outfits... I wanna know where did you get those polo shirts from?
If anyone else knows, please share it here, thanks

[@Targus28]

"I was the first one". Badass😂

[@thomasmorrison675]

I am not convinced that Kevin O'Leary knows as much about watches as he leads on.

[@richardcharleston2547]

He’s like Donald trump the way he says things in very general sweeping terms with confidence but doesn’t really say anything technical at all. ‘The dial, the dial, the dial’, China, China, China

[@KeepingWatchUK]

Not convinced is being polite. He’s a nice enough guy but tbh he thinks he knows much more than he really does re watches. It’s his mate Teddy with the watch knowledge.

[@thomasdemiranda9291]

Great video and love the Tudor love.

[@MadariDaniels]

Been watching your videos for a while now and was inspired to start a collection. Started with the amzwatch, its specs for price and clean looks, now am looking for a dress watch to add.

[@Pi0trekPL]

It's not "gla-shite". It's "Glas-hʏtə"😉😁

[@user-db4fw7kj9w]

The collaboration we did not know we needed.

[@chuckandary7115]

Love this and so here for it

[@harshhpandeyy]

Brother make a video on how to achieve your current hairstyle
Its fire dude 🔥

[@alexcosta]

Should I? Thanks man

[@sarikamahajan1049]

@@alexcostayes pls dude, urgently required

[@sarikamahajan1049]

​@@alexcostapls make a video on it

[@20thcenturyboy85]

Hey Alex! Thank you for having Mr. O'Leary on the channel. He is a supreme collector. Great guest!

[@hebrewhammer8571]

Breitling has always been my fav! Gold is cool, just think yellow gold is kinda tacky

[@ThisisEnzoman]

Brazilian king of all time❤

[@28Rolex28]

Girard perregaux is super underated. Love their watches.

[@picanha694]

the watch salesman got wrecked by the statement "I am the first one".

[@Grabehn42]

One of my computers died today so that 3:54 blue screen almost gave me a heart attack. Nice video nonetheless.

[@michaeljones6340]

Where did u get the polo from

[@brookebarra7931]

I'm a fan of your channel. So much eye candy, lol. I'm naturally hispanic with green eyes, and I was a cheerleader. Thinking of moving to NYC. Thanks looking forward more content.

[@MarceloBlum23]

Great to see a Brazilian like me with this kind of success in the US, its impressive the level of content you create!
I see your videos since you were playing Call of Duty with gameplays in portuguese...

[@ItsManuelc]

You should do a hair tutorial !

[@exxie1]

That double watch is starting to grow on me lol

[@belalqamar5813]

Waiting for Nico Leonard reaction on this video😂😂😂

[@WatchesBeAwesome]

Cartier Santos is an amazing watch - so comfortable, classy, and uncommonly worn.

[@charleshermosisima4749]

Did He ask for Royalties for every watch sold?.

[@blediAlger]

I didn't know Jean-Luc Picard started a second career 🙂

[@syedsaeed7183]

Kevin is the last guy id go for watch shopping advice

[@VladTepes1984]

I got suckered into this watch rabbit hole and almost picked up a rolex, explorer 2, and I am happy I did not since my first was a Longines Spirit Zulu Auto. Sadly I get the dial, craftsmanship but I miss the hourly chime, set it and forget it of my MRGB5000D-1. I will keep the Spirit as a weekend watch, but pass on the rest, realized I like function over form

[@averellneely7165]

Love the suit concealer haha

[@alexcosta]

Super nice!

[@mohamedmujeeb2352]

Hope you achieve even more, Happy for you and Good luck.

[@jb6278]

Alex!! You've outdone yourself again! Thank you for this amazing content and colab with Mr.Wonderful. This video really helped put context or perspective around a market that is for the most part unattainable for a lot of young men of this generation but is realistically reachable if they apply themselves.

[@spoudaois4535]

I have a 1953 Rolex Oyster in 34 mm and it works. Wears bigger than one would expect. Great show!

[@kevinyuksekol646]

Did bro change his shirt half way through the vid? Lmao

[@3581tossit]

Bro did, bro. That was the point of the video, Einstein.

[@kris_go_cool3030]

Under 10 Seiko laughing at the corner😂😂😂

[@jeromef.5489]

Blurred out the Rolex section 😂

[@aspOLmeR]

Just a clowns, any Rolex is better than smack they selected

[@lihoggaming7120]

amazing video make more videos like this

[@adityachampawat1414]

I got the same polo that you’re wearing! Nice choice

[@alexcosta]

Thanks man

[@Lucas-vm3kt]

Which polo is it?

[@robynlea6950]

Love that polo Alex.

[@ellysemakula]

Thank you for making high quality videos!Love MaMaCoo ’s watches

[@DecemberNames]

never a boring moment with Kevin. Cheers/

[@literallyjase]

Why is the Rolex brand blurred? 😂
Also for watches under 10k; you could pick up a Rolex datejust or oyster perpetual and still have change left over

[@aspOLmeR]

True, such a clowns. Pick up some useless brands instead of get some classic Rolex

[@literallyjase]

@@aspOLmeR I think these brands are good however for the average Joe who wants a one and done watch; Rolex is a solid choice

[@chaoseus]

Alex Costa love Hublot watches.

[@techware1840]

Red straps are ridiculous - they also devalue the watch but I suppose he doesn’t care he has enough money

[@OliverSarpila]

Two goats in one video.

[@AbdoIbno-je1kk]

Fantastic collection

[@jasoneppinette6822]

Awesome… 😎 I love watches, and this was a great episode 🎉

[@mitchmatic8029]

Lots of fun guys. Great pick. Very interersted in the turn off/on Watch Ins too.

[@Progamer8012]

I can’t afford any of those watches, and for those reasons I’m OUT!

[@danielday7033]

Great segment. Did anyone else notice the scratches on the B&M case?

[@diefenbachfravert]

got my 39mm with the white dial on the 3-link "Bader" bracelet watch on MaMaCoo 3 weeks ago and am loving it to pieces. Absolute fantastic watch that wears super comfortable on my 6.75 inch wrist. Chose the 3-link over the 5-link bracelet for the toolless quick adjustment. Way more comfortable than my Longines Hydroconquest 41 mm.

[@christianb.4517]

I end up loving his own Cartier gold tank Loui the most! It's such a classy and timeless beauty..

[@THEBFK]

I love your dressing ❤❤❤❤ I follow you since 2018❤❤❤❤❤

[@jossielrodz]

He should have picked the Tudor , the Catier is a good option but I prefer a Santos with white dial , for no budget i'll go for a Rolex , High end Tag Heuer , AP or even better a Patek ..or maybe another Tudor

[@dalotheman1]

Great video!

[@mystic48209]

In a past Kevin Oleary video where he is the guest and chose the watches, he picked the interesting choices. They were affordable, and others were within reach.
Among the selections was kuoe, but was passed over for a very unique brand.