Watch Shopping with Kevin O'Leary: Building a Perfect Watch Collection for $60,000
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- เผยแพร่เมื่อ 6 ก.พ. 2025
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Following the success of some of our other collaborations, we're back with another installment of watch shopping with Kevin O'Leary, this time with a budget of $60k. As a disclaimer, this one really brought out our competitive sides as well as a lot of interesting watch selections.
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Watch Shopping w/ Kevin O'Leary Part 2: • Watch Shopping With Ke...
Kevin O'Leary Interview: • Kevin O'Leary Intervie...
Watches are Bad Investments: • Watches Are Bad Invest...
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"Is the $60,000 the tip we're gonna give somebody or is that actually our budget?" I have never been called poor this way before.
LMFAO
Having 60k to spend on watches puts you in the 1% globally, doesn't matter if its nothing to that asshat
I think it was a joke lmao, MJ who is way richer than Kevin, barely tips...
I felt that one in my chest lol
@@user-sb3yt2xl6x more like 0.1
Kevin appeared as someone that didn’t know watches under $100k but completely wiped the floor, what an amazing assortment he picked as a collection
Kevin doesn’t know much about watches above $100k either. From every video I’ve seen, he knows surface level stuff about the hype watches like Journe, but that’s about it.
This
For people that have any real taste Teddy won, easily.
Kevin definitely knows his watches of any price. His diversity of dials was selected perfectly.
@@tellyaddict I agree. The two he picked at the end earned him the victory. It was unfair how Kevin stole two of his. Lol.
Teddy: **Breathes**
Kevin: That's a good breath but nothing in comparison to how i breathe.
In all honesty though, Kevin's pick was just phenomenal.
Lmfao 😂😂😂😂😂😂😂😂😂
Simpy
yeah, what an insufferable bore.
LOL Leary,s ego is so big lolll
@@martinrea8548 He’s just playing along
Kevin is a fantastic watch enthusiast and I never get tired of him. Please, give me more.
To bad he his a crook
@@Datroothstr8100*too
That reverso was very impressive. When you turned over the watch I literally said HOLY SHIT!
I thought the same exact thing. This was definitely the best piece chosen.
It was indeed something else!
I literally yelled OOF, the way it was shown as it was flipped was just flawlessly done. Best pick of the vid
Yep. I have often said tank watches are overrated and the reverso seems gimmicky...and then I saw it and was like, hmm. Then he flipped it. F*** ME that's an incredible watch!
Yeah that was one of the nicest reverso’s I’ve seen
"The problem that I have with Tudor... I'm always thinking, why am I not getting a Rolex?"
He said out loud what everyone thinks but is too afraid to say.
Rolex is overpriced right now.
No one is afraid. They're different vibes and different price points. And like someone just said, Rolex availability doesn't help either.
I totally disagree. It's such a cliche in the watch community to say that. I don't think that's the mindset of most Tudor buyers. I spent weeks thinking about buying a Tudor because I was torn between it and an IWC. Rolex never even entered my mind. If you're buying a Rolex, you're buying it because you want a Rolex. A Tudor's not gonna scratch that itch. I'd say the average Tudor and Rolex buyer are in completely different demos.
That's only a mindset when you are super wealthy
@@mrb317 I don't agree, I think a well informed wealthy person understands why they are different too.
“You’re holding it upside down right now” followed by the most genuine childlike chuckle from Teddy HAHA
@Mack Bowman: Nice watch, and the black skeleton too!! 😎👍
gaaaaay
Fellas is it gay to enjoy watch content?
@14:28 if you just got here and are wondering what they are talking about.
The funny part is that he was just fucking with him. The buckle generally goes to the 12. He was holding it correctly, lol.
The Reverso is the most interesting and unique piece; however, I think Kevin's collection gets more bang for the buck. Kevin also picked a couple of nice Omega pieces, and I'm a big fan of Omega.
That reverso is gorgeous!
" i don't care about the time...i care about the dial....i use my phone to tell the time." epic words Kevin.
Literally what I do
@@BassRockeR99 Then it proves my point that watches are not for time after a certain value.They become bling, jewelry,its not about telling time anymore its about showing off.Its about people trying to put themselves on a different level from the rest of the crowd .$60,000,is that just the tip? Absolutely nauseating.
Have 3 rolex and just bought a pelagos. I wont wear my batgirl but love the pelagos. Tudor is the everyday tool watch i dont have to baby.
@@johnnywires943 no shit, I mean a anything above a $15 Casio can be considered bling tbh
Lol exactly if you’re spending tens of thousands on watches time telling is the last thing in your mind 😁
They compare collections, Kevin brags his the best, and as the video wraps up; Teddy remembers to thank the SA for his assistance. That's what Class is people! Kudos to Teddy.
It's Teddy's channel; he's hosting this.
Best single pick overall: Teddy with the Reverso! Best balance of collection, it felt a little similar overall with the back and forth... though Kevin (I have to say) pulled out the lead on total collection. If Teddy swapped the Rail Master for a Globe Master on the blue croc, that would have made it much closer.
I go with Kevin's collection after the "corrections" lol!
However, the single best watch to me is definitely the reverso.
It's a gorgeous, sadly it's specifically a dress watch. I could never wear that for everyday
@@nikkimiddlekillsday5161 oh same here man. I am not in the tax bracket for ANY of these watches probably lol!
@@gsimon123 I have a JLC club that I wear around the house, wouldn't wear it to work though it too delicate.
@@nikkimiddlekillsday5161 my grandpa has a JLC as an heirloom. beautiful watch but doesn't work and no strap. It was very cool to find in his stuff though when he passed away - we are looking to get it restored. I've cast my vote to inherit it but I don't like my chances - I got a big family of eager recipients lol!
@@gsimon123 if you lived in my area I'd say you could bring it to my shop
Kevin: "Is the $60K the tip...?"
Me: Can't relate
Somehow the Teddy and Kevin combo really works. More than the watches, its the appreciation these two have for each other that really carries it. And they are both very nice people.
Ladies and Gentlemen in that last part, Kevin just showed us how the world of business works.
capitalism
No mercy 😅
By grifting? Agreed.
He has proven you can't bargain with an Arab, especially an older wealthy one. Go haggle with a Persian carpet salesman. I knew an old guy from Iran who took me to a rug show and it was hilarious. I didn't understand a single word but didn't need to as he explained - with glee - what transpired. The town he grew up in was known for their rugs and he had several in his home.
When he died they passed on to his wife and when she died they passed down to her daughter, a good friend of mine. Some are in the 75-100 year old range.
Watching him with the salesman was a lesson I will never forget.
That’s called taxes. You did too much. Now you gotta pay.
The IWC Teddy chose is absolutely incredible, something about a green dial really just has a special quality to it
I think Kevin’s collection is definitely amazing but the reverso just has to be the most beautiful watch I’ve ever seen in my life
The Portugueser is amazing tho. Probably my top pick.
That Skeleton pick was the nail on the coffin. Mr. Wonderful took this by far
Octofinissimo is a beautiful watch but I prefer the solid dial either in rose gold or silver.
What Teddy a actually said “we will let the commenters decide”
What I heard “we will let the commoners decide” 😂😂😂
Ditto. That is what I heard too.
LOL I heard the same thing
@@cairey me three
Same lmao. I was like damn 😪😂
Appropriate
One thing for sure, Kevin is a very ambitious and competitive person.
"My collection will be better than yours" in a nonchalant way. Bro, this guy is so funny
I like how Kevin will often times manifest the stereotypical power tripping rich guy just for laughs. It's like he knows the person people expect him to be and he just treads that fine line and acts that way just for fun.
Agree, he seems nice
double bluff? He could well just be a powerful rich guy, showing off.
That’s exactly what he is. He has done a masterful job of branding himself. Watch some of his older interviews on CNBC, before becoming famous on Shark Tank. He was very modest and humble, but he now has a character on Shark Tank that people expect him to be 24/7. It’s not an insult to him. Kevin O’Leary is now a brand and he has to maintain a certain image that he created.
I will say that after seeing him in these videos with Teddy I have a whole new outlook on Kevin.
Kevin needs a new yacht, just to name it: "Charm & Hustle"
"I don't have any coins, should I flip a 100 dollar bill?" the most casual flex ever LMAO
I have never been called poor this way
I love that these two seem like legit friends... just two bros talking watches and teasing. I love it.
What I like about Mr O'Leary is his gentle teasing. He genuinely loves watches and its infectious.
Teddy was being a hell of a guy letting O’Leary get the Omega he wanted. Good man.
Teddy was gracious, Kevin was quite frankly a douche.
I love it when Kevin is a featured guest. The chemistry between Teddy and Kevin is hilarious
I wouldn't describe at as hilarious. Just two guys shooting the shit about watches.
Teddy is a very smart, switched on, presentable man, he knows how to entertain someone like Kevin. Kevin wants a new watch, Kevin sees Teddy. Teddy has a special new watch, Teddy sees Kevin. You want to be nice to someone like Kevin who could easily spend $60k for watches in an hour.
@@Locutus he caters to KevinS insane and greedy addiction.
@@Hope-hj2dr And? Is that a crime?
omg the best smack talkers ever,great job guys- he's giving you some serious props Teddy what a gentleman
As much as I enjoyed the watch selections, I enjoyed the playful banter even better. The warmth and mischievous ribbing while knowledgeably browsing made this a highlight video.
In our current times, we need more fun like this. Good job Teddy!
Speedy, Octo, and the Aqua Terra alone blow Teddy out of the water. Impressive
What's the ref on that Aqua Terra
@@ItsMinarmy 220.12.41.21.06.001
I think he would have been better off with the Octo Chrono GMT and picking out another watch personally, but love Octos
Kevin won this round, all the selection were amazing...
When the other guy went over, that showed greed. Don't hold more sand than your hand can hold. You will ALWAYS lose. Kevin is more seasoned.
@@RobRoyR8R correct, it is why he has been so successful. Successful people have a good relationship with money. The richest people i have met are all very aware of their spending, even in a hypothetical situation.
Kevin was a big fat whining cheat, so he looses! 👎 Teddy wins 🏆 because he acted like a man and allowed his guest to cheat and make up his own rules 🥶
@@RobRoyR8R It was by such a small amount that he didn't do it on purpose and it is his channel and his called Teddy (Edward).
We know you got the hots 🔥 🏳️🌈 for Kevin, but he cheated and whined like a 2 year old in a sweet (candy) shop (store) so TEDDY wins 🏆
I bought a beautiful, absolutely beautiful flawless omega a few weeks ago for 4 grand and actually managed to resell it for 4500, 500 dollars profit might not sound like a lot to some of you, but to me it might as well been 5,000$ I was so happy, I paid 300 dollars worth of bills down, then blew the rest taking family and friends out to eat at the mall and Chinese food and bought clothes and shoes and shit for people I felt like a king for a few days 👑 and it's all thanks to you Kevin! Thank you for teaching us
I just love the chemistry between you guys! In terms of collection it was a close one, but I must say Teddy won this one. The Reverso and IWC are just stunning pieces.
Your vids with Kevin are my favorites. I love the conversations!
Kevin's Lebanon IWC is a gorgeous piece!
love how kevins still show some passion for time pieces despite the price. and he appreciates great dials too...
Kevin comparing Grand Seiko to Patek is some seriously high praise.
Grand Seiko is not worthy of comparison
@@jkgkjgkijk exactly Grand Seiko is in its own league above Swiss watches
Everybody who understand watches and own grand seiko will know that grand seiko finishing is on par with Patek.
@@danielharyanto6713 I’ll tell you what, nobody loves to tell other people what “watch people” love more than a Grand Seiko owner.
@@brads1545 just want to tell you that im not a GS owner. Had one before and sold it.
Love this Duo, Such a great way to talk, walk & buy watches! "if you're not compliant, you have to be punished Teddy", best line.
Kevin's IWC is amazing. Like his pick of the Aqua Terra since everyone goes toward the larger drivers like the seamaster 300.
@Austin Litt Moore Want the one with the white dial and orange second hand
it totally is, I have an Aqua Terra 150m so Kevin choosing one instantly won me over
Just bought the exact Omega Kevin picked. Absolutely love the piece.
“Should we flip a hundred dollar bill?” - Kevin O’ Leary, 2021.
No problem for him after all he is Mr flip flop
What a flop
talk about inflation.
Kevin is in a dominant position after the swapping in the end, only gem Teddy was left with was the JLC
For any viewers from the UK this is like me at the watch counter in Argos when I have a hundred quid spare.Its quite an adrenaline rush filling those tickets out!
Best single watch has to be the JLC but best overall would be Kevin definitely. Way more styles to choose from and easier to match with in a fashion perspective. Plus the omegas are fire
Every one of Kevin’s picks were stunners, with the Bvlgari putting it over the top. Teddy’s picks reminded me of someone who rushes into watch collecting picking random pieces that they’ll regret buying later. Kevin killed it, even though Teddy’s JLC was a beast
The reverso was pretty cool too
14:28 "You don't buy this to tell time."
Teddy: "Well you have it upside down."
😂
That's the point though, he can't tell the time so he doesn't know if it was upside down or not.
that was funny 🤣
Then earlier when looking at the IWC, he said he doesn't buy watches to tell time lmao.
@@alhayward9029 Duh.
That breitling premier is outstanding. Very classic looking chronograph
I'm right there with Kevin regarding that Grey/blue Seamaster AquaTerra. Holy shnikes that dial is gorgeous. I would have gone back after filming to buy it too.
You can tell how much fun both of you were having filming this video. Great fun to watch and even learned some things. Cheers!
You can really tell kevin is a great salesman by the way he praises things
This is a great game, and to have someone as competitive as Kevin as your guest competitor is a great idea. Fun video!
Did you see the video of them showing an affordable watch collection? Teddy had sub 500.00 watches and the first watch Kevin showed was a Rolex worth 150k :) Affordable for sure! It was a nice watch though.
this video just made me smile.. there was something happy and satisfying about this.. I ll probably draw this one.. loved both ur collections.. am gonna continue watching u.. Cheers!
The reverso is by far the best watch all of them .
The Reverso and the GS just kill everything else. Teddy wins this easily
I agree 100 percent
Indeed, plus the GS... Those two make the collection by themselves.
Watched it a 2nd time, I think Teddy's collection won, nice diversity of style, dial colour/design and ready for any dress code or occasion
1. Chrono - IWC
2. Diver - Pelagos
3. GMT - GS
4. Everyday - Railmaster
5. Vintage - Constellation
6. Dress/Complication - Reverso
I got to go with Kevin mostly because he DID have a nice different various styles of dials. Not to mention he was so under budget he was able to snag a couple of Teddy's
I’d agree but that Octo is a beauty.
@@mohammedabdullatif6001 I prefer the non skeleton dial for the octofinissimo, when it's that thin I want a solid dial. But yeah I LOVE the octofinissimo and I'm not even a Bvlgari person
I like that Reverso but Teddy's got the wrist and body for it, imagine how that would look on a 200lb weight lifter like me lol
@@nikkimiddlekillsday5161 hahahah u need a Hulk
It’s close, but Kevin is the winner here. As much as I love that Reverso and the GMT Grand Seiko, I’d rather see Kevin’s collection on my wrist.
I don't like the red band vibe.
I prefer subtlety and complementary aesthetics over individual statements. Kevin's collection wins for me.
Great video, especially for someone who can't afford the watches on display yet.
Kevin should be an integral part of the channel or have his own watch channel as well
Yes yes, get a monthly/quarterly segment.
He would probably charge a royalty deal for that.
No because i and others will quit watching if that pompus asshole is a mainstay.
@@ryanthomas2374 Your bitterness is showing. Go exercise and eat a cookie.
@@ams914 he is kinda obnoxious tho, but he's fun to watch. xD
My vote go’s to Teddy, that moon phase Reverso is stunning and I have a soft spot for the Railmaster also.
Gotta give this one to Kevin. When he chose that skeletonize watch, I was like “That’s definitely my kind of style too.” 😎
In all honesty, both collections are equal to me, and quite eye popping considering that each collection has a number of watches and a grand total of under 60k. It all comes down to preference, I'd wear any watch from either collection, and I'd feel great about having it on my wrist, and I'd be proud to show the collection as a whole off in either case... No winner here, just two great collections that prove that you don't have to sell your house and car for a reputable collection.
Kevin O'Leary has to have an absolutely astounding collection. The dial on the Breitling at 15:39 is classy!
I thought I won't need to buy one more Breitling. I guess I was wrong.
I’d go with Kevin. Primarily because of the Bvlgari, but the Breitling 57 did it for me.
You guys are so good together on screen. It feels like you two have your own Netflix show or something.
Kevin O'Leary's watch collection clearly The Winner. Soul, character, variety and never get enough to see, over and over, while drinking wine & listen to jazz music. imho
Kevin’s insight is always wonderful. Best series you’ve done.
Lmao really? Leary doesn’t really believe half the stuff he’s saying but saying stuff that tags closely to what Teddy is showing and taking about. Big ego this guy lol
@@Jager4584 he doesn't know that much about watches bit you can tell he loves his stuff and o can respect that,he's also pretty funny
As a senior in college in Iowa, I caught myself thinking what many are likely thinking as they are watching this video: "Mannn, I'd like to have lots of money..." lol
It comes down to taste but I actually really preferred Kevin's choices, the blue Omega was 10/10 and the black Bulova was also just 10/10
-Plus he took the black Omega speed master, I'd just love that collection.
Black Bulova?
Do you mean the Bvlgari?
Successful people don't become that way overnight. most people see at a glance-wealth, a great career, purpose-is the result of hard work and hustle over time. I pray that anyone who reads this will be successful in life
@Scott Nicole Exactly ! That's my major concern and what kind of profitable business or investment can someone do with the current rise in economic downturn
@Scott Nicole
Yeah you're right, that's why I had to start Forex trading two months ago and now i'm making benefits from it now.
talking about successful, I know I am blessed if not I wouldn't have met someone who is as spectacular as Mrs Debra Barton
I have been surviving through my investment with her am so glad I inves..ted when I did . cause I've earned up to 78k USD in crypto trading
@@alexstephanie8051 O ' Yes I'm a living testimony of her good work expert Debra Barton
This was so much fun watching. Thanks Teddy and Kevin!
LOVE it when you collab with kevin!
The GS was the nicest watch they looked at, imo. That brown alligator with racing green stitch is gorgeous.
Without the "correction" at the end Teddy wins, hands down. After his selection was "improved" Kevin takes it.
Definitely thought he said "We'll let the commoners decide"
Lol, it does 😂
Haha definitely said commenters!!
I wish that’s what he said LOL
Kevin: not too many people know this but Tudor is part of the Rolex family.
Everyone: yeah, Kevin, we ALL know this.
This was so fun. I caught myself smiling most the video. Great video Teddy.
Not gonna lie, when I first heard his name I thought it was Teddy Bulbasaur
Kevin has such a funny chemistry with Teddy
What do you mean?
No, he is a typical old dude that thinks his funny.
I liked Kevin's total collection, but the best watch there was the reverso.
Agree and the breitling is beautiful too
That tudor... damn...
The Bulgari Octo Finissimo was surprisingly beautiful. If you can only have 3 watches, get that, the Breitling Premier B01 limited edition, and the Omega Aqua Terra. Great content, Teddy and Mr. Wonderful!
unequivocally agree!
Kevin the humble winner takes it AND had better schtick
Geat video!!! Loved the frendy competition an seeng the broad spectrum of watches.
It's amazing to see a watch video for once without a Rolex being the centre of attention...I've been a huge fan of Teddy's for a while now because he's a proponent of featuring a wide variety of watch brands across all his content. Keep up the great work Teddy. These collab videos with Kevin are something I always look forward to.
Collaboration why abbreviate this tough word, such a dumb habit
“You’re all dead to me.” ☠️ 😂 “Teddy, you should feel good about this.” You guys are comedy.
I'd be tempted to pick Kevin's collection for the Speedmaster alone. LOVE that watch.
I liked two of Teddy's picks; the Pelago and the Reverso, but Teddy broke the rules, increasing Kevin's margin of victory.
Kevin made the competition fun to watch.
kevin’s collection is at another level. Only win the bulgari you win easily
Loving this episode, Teddy. Nice and relaxed, and lots of watches to drool over.
Kevin wins with virtually all, but that JLC is amazing.
i choose TEDDY collection . The gentlemen KEVIN and TEDDY truly know what is STYLE, HIGH CLASS , QUALITY . I would be happy to learn from them. For the collection, i will never forget a collection with a REVERSO. It is the dream of a very young man in 1980 . I have bought some cheap watches with the shape of the reverso . It is too late for me. I truly enjoy see two gentlemen discuss and built wonderful watches collection.
Kevin is such a shark even in this friendly
game he finds loopholes to give himself the advantage 😂
Yeah... Sharks always find a way to bite 20:34
"creates" loopholes
He seems enjoying the character he plays. Lol
I have been wanting that breitling that Kevin picked out forever and he was so nonchalant about it. Like that is a dream to own that watch
Great content recently ted, build a 6k collection with him next time see what his knowledge is like of lower end watches!
Haha. Ask Kevin to buy a lower tier watch. That's funny.
I imagine that was the original idea and Kevin was like “i cant even take a piss with $6k”
These videos have gotten me obsessed with IWC, absolutely gorgeous watches
Kevin has a great personality. Good to see him like this.
I think Teddy inceptioned half of Kevin’s choices which means that Teddy chose the most eclectic mix of pieces.
But Teddy lost the math part and got punished 😁
Kevin is just amazing. Classic phrases. Teddy is just a great host. The two are unbeatable
straight guy and shtick guy. Proven formula.
I enjoyed the last video from u 2 guys......but this 1 make my day!!!!!!
Sorry, Teddy. But I’m going with Kevin’s collection since it’s more in line with my tastes 🙊
Kevin had momentum until the Bulgari.
@@holystromboli Yeah the Bulgari definitely falls into the “buy after you have every other watch you want” category...
@@TheJohnGalt1945 like what - the moonwatch, a Grand Seico and a Tudor? come on - the octo is a mastepies!
@@almeladze That’s you’re opinion. And I respect that.
However, my opinion is that there are a number of watches I’d buy before the Bulgari. Especially considering it’s retail price.
@@TheJohnGalt1945 Of course, to each their own. That's why I dont own pieces that most people have. Having said that, being that the Octofinissimo line has been awarded so many different GPHG prizes, there is more to it than meets the eye. I am actually planning to buy it as my next watch acquisition. But it is good to know what people this of the watch out there.
Kevin: This is a collection
Teddy: Am I a joke to you ?
Store owner: Time to make 120k boii !
Kevin '$60k is that just the tip'? Lol love it 😂
This was great! Loved the playfully competitive banter. If I was making the choices, mine would be the Bvlgari, Octo Finissimo, the Reverso Calendar, and the Bulova, Stars and Stripes. #WatchFantasy