Exploring Kevin O'Leary's Crazy Watch Collection

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  • Опубліковано 7 чер 2024
  • Kevin O'Leary stopped by to show me some of the crazy watches in his collection and to talk watches with me. Mr. Wonderful discussed his collecting journey, watches as investments, as well as the watch market as a whole. I also shared some watches with the Shark Tank star, including the brand new Fleming Series One and some pieces from European Watch Company.
    Check out Kevin O'Leary's Channel: @kevinoleary
    Check out WonderCare Watch Insurance: wondercare.com/
    Check out European Watch Company @europeanwatchco: www.europeanwatch.com/
    Get your watch news and watch buying guides: www.wristenthusiast.com/
    Instagram: / wristenthusiast
    Facebook: / wristenthusiast
    TikTok: / wristenthusiast
    00:00 Introduction and Wrist Check
    01:50 Kevin's Watch Collecting Journey
    04:00 Change in Collecting Over the Years
    06:22 Does Kevin Ever Sell His Watches?
    06:52 The Craziest Offer For a Watch
    07:04 The Viral 1/1 AP Royal Oak with Ruby Bezel
    07:45 Getting a Custom Luxury Watch
    09:16 Keeping Collecting Exciting
    12:45 Watches Kevin Can't Get
    14:21 Kevin and Teddy Baldassarre
    16:59 WonderCare Watch Insurance
    19:14 Watches as Investments and the Future of the Watch Market
    21:17 Thoughts on F.P. Journe
    24:18 The Red Strap and Any Watches that Kevin Won't Put On It
    27:48 Thoughts on Richard Mille
    30:23 Flashy and Trashy Watches
    31:34 Kevin's Next Iced Out Watch
    33:15 Kissing His watches
    34:50 Thoughts on Celebrity Watch Collections
    38:02 Advice on Building a Watch Collection
    40:40 Thoughts on Watches & Wonders
    45:11 Fleming Series 1
    47:04 Watches from European Watch Company

КОМЕНТАРІ • 273

  • @DanyalIssoufalyHKokar
    @DanyalIssoufalyHKokar Місяць тому +36

    I loved the fact that even though they are here to present MrO'Leary's watch collection, the interviewer is asking questions about the man, not his possessions

  • @danielduncan2883
    @danielduncan2883 2 місяці тому +24

    Loved the interviewer. Best questions O'Leary has had to answer. Great insight not heard before. Well done. Just subscribed. O'Leary does inspire me to go harder collecting

  • @alexderavedissian9169
    @alexderavedissian9169 2 місяці тому +8

    Always been partial to O'Leary because of his ties to Cyprus ... his insight into his watch collection, and the status that comes with that collection, was very interesting. Great pod.

  • @MazER644
    @MazER644 2 місяці тому +16

    Great interview! Both of you are very knowledgeable and your enthusiasm is amazing. As a young collector, I hope to be in the same place as you two many years from now!

    • @wristenthusiast
      @wristenthusiast  2 місяці тому +1

      I’m sure you will be! Watches is a lifelong hobby. I’m always learning!

  • @alberokadaa8354
    @alberokadaa8354 2 місяці тому +7

    Super cool interview! So much info for us watch enthusiasts!

  • @nickgee7291
    @nickgee7291 28 днів тому +5

    Kevin is so relatable as far as mentality on watch collecting, he's really down to earth in that way. His collection is an another level sure, but his mentality is relatable to allot of watch collectors. He has great dialogue

  • @joshsteuterman2363
    @joshsteuterman2363 2 місяці тому +17

    Mr. O’Leary is a class act. I feel that he truly loves this. This is fun for him. And, it’s fun to listen to. Thanks for this interview.

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      Thank you for watching! Glad you liked it!

  • @user-gs5jw3er2i
    @user-gs5jw3er2i 2 місяці тому +4

    Awesome interview! 👏🏼👏🏼The AP with the rubies is my fave! ☺️

    • @wristenthusiast
      @wristenthusiast  2 місяці тому +3

      It’s insane. Was crazy to see it in person!

  • @danchapman5944
    @danchapman5944 2 місяці тому

    Delighted to hear about Kevin’s insurance product - much needed!!!

  • @avmelidor
    @avmelidor Місяць тому +2

    Enjoyed this

  • @Aleksilausti
    @Aleksilausti 2 місяці тому +29

    Great interview with lots of new insights from Kevin. I like your calm way of conducting an interview. Thanks for this treat 🙂

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      Thank you! Which is your favorite watch we featured?

  • @robertp5123
    @robertp5123 2 місяці тому +2

    Nice interview with Kevin. I know you mentioned the Tantalum metal. Kevin, take a look at the Omega 25th Anniversary Seamaster (Tantalum) that came out a few years ago. This piece also has several other metals with the tantalum. Stunning timepiece that is under the radar.

  • @snapascrew
    @snapascrew Місяць тому +2

    Tim Robinson interviewing Mr Wonderful? Awesome! I’m not worried about any of this!!!!!!

  • @BradHanssen
    @BradHanssen 2 місяці тому +1

    Really great video and interview, Craig! This is random, but I actually came across you years ago in the Home Gym Community Facebook group and admired your apartment living room setup! I was just getting into watches at that time but didn't know much about them. Kevin's comments were pretty accurate in that I started with a Hamilton, then moved to a GS not long after. Funny how quickly it can escalate haha

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      Thank you! Yes, I got really into the home gym setup back in the day. And I am still a fan of Hamilton. My Khaki Field Murph 38 is one of my favorites!

  • @Andy-ri1ns
    @Andy-ri1ns Місяць тому +6

    Great interview, and I love the channel.
    The Patek museum in Geneva only opened in 2001 so I call bullshit on that. O'Leary is a hypebeast collector and only got into it when the bubble commenced for purely monetary reasons.

    • @marcelohendrix6139
      @marcelohendrix6139 Місяць тому

      whether watches were passed from your grandfather or you got into it last year it doesnt matter. snobs like you make the hobby elitist and so shitty

  • @JoeyJiggles
    @JoeyJiggles 22 дні тому +1

    Some good questions that I haven’t heard from any other watch channel. Nice work.

  • @robin2thek
    @robin2thek 2 місяці тому +7

    I love this interview. its so nice when things are not rushed. Letting Kevin take his time. Also nice that Kevin asked you some questions. We also know who the real bosses on Shark tank are, the wardrobe staff :)

  • @michaelyohannesmy
    @michaelyohannesmy 2 місяці тому +2

    You are doing a fantastic job with your channel. I truly enjoy it. Keep going!

    • @wristenthusiast
      @wristenthusiast  2 місяці тому +2

      Thank you so much for the kind words! Hopefully more good content to come!

  • @jimallen833
    @jimallen833 Місяць тому

    Great interview guys! Watched it twice.

  • @IvanGarcia-wf6yi
    @IvanGarcia-wf6yi Місяць тому

    Great interview! great questions

  • @mitchmatic8029
    @mitchmatic8029 2 місяці тому

    Great video and interview.

  • @brewwatchco
    @brewwatchco 2 місяці тому +12

    Absolutely incredible collection!

  • @drnick40
    @drnick40 2 місяці тому

    Great video. Thank you very much. Wonderful pieces presented by true gentlemen.

  • @BruceWaynex7
    @BruceWaynex7 2 місяці тому

    great interview. interesting questions.

  • @gtv6chuck
    @gtv6chuck 2 місяці тому +5

    Great interview. Kevin is a very down to earth collector who has appreciation for all levels of watches and appears to have no elitist attitude regarding his watches. He simply enjoys them as an enthusiast.

  • @TimG--
    @TimG-- 29 днів тому +2

    Great content mate 🥃

  • @sinjinadams2862
    @sinjinadams2862 2 місяці тому +1

    Fantastic video! I really enjoyed it.

  • @readmycomment3157
    @readmycomment3157 12 днів тому

    Excellent interview

  • @dustondaugherty4611
    @dustondaugherty4611 2 місяці тому +1

    Great interview!

  • @DavidTran23
    @DavidTran23 Місяць тому

    Enjoyed hearing Kevin’s stories

  • @Tnapvrvideo
    @Tnapvrvideo 15 днів тому

    Bravo on the never sell mindset. I very much appreciate that level of true passion to collect and own a magnificent piece of art for your entire lifetime. Well Done!

  • @MrCparlak
    @MrCparlak 2 місяці тому +5

    I love all watches he has. They are wonderful looking with red bands.

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      But which is your favorite? I would say mine is either the AP with ruby bezel or the Journe vertical tourbillon. The Simon Brette is not bad at all either

    • @MrCparlak
      @MrCparlak 2 місяці тому

      Rolex Daytona with red band

    • @nikkimiddlekillsday5161
      @nikkimiddlekillsday5161 2 місяці тому +1

      Out of all of Kevin's watches that I've seen him show on videos I'd have to say his GS Katana, Daytona Meteorite and definitely each if his F.Ps are my tops

  • @kevinmccalister8197
    @kevinmccalister8197 2 місяці тому +14

    He loves himself so damn much.

  • @SoCalWatchReviews
    @SoCalWatchReviews 2 місяці тому

    Great video 👏

  • @MacmillerMwema
    @MacmillerMwema 2 місяці тому

    Amazing video, Amazing stories, Amazing watches

  • @edwardholst5493
    @edwardholst5493 2 місяці тому

    Great interview. Can’t get enough interviews with Mr. Wonderful. So much knowledge and love his perspective. Rolex Daytona is the crown jewel for me.

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      Thank you! Can never go wrong with a Daytona.

    • @baxoutthebox5682
      @baxoutthebox5682 Місяць тому

      Kevin really doesn’t know anything about watches aside from what they’re worth

  • @geekylizard
    @geekylizard 2 місяці тому +1

    OK Craig!!! Great interview.

  • @robingranger444
    @robingranger444 24 дні тому +1

    I like Kevin, hes down to warth and a family man, hes also into wines, olive oils, cars,real estate, and watches to name just a few; and of course hes Canadian...that giant country with 90% of its population living less than 100km away from its southern border.

  • @rapidenthusiasm-oc4go
    @rapidenthusiasm-oc4go 2 місяці тому +5

    Kevin redeemed himself in this video after his recent Producer Michael video performance!

  • @michaeldemarco899
    @michaeldemarco899 2 місяці тому +2

    Kevin! What a wonderful guest! You should look into getting an RGM custom made by Roland in PA! You’ll love it

    • @nikkimiddlekillsday5161
      @nikkimiddlekillsday5161 2 місяці тому

      I've seen some of those in books, they look insane

    • @michaeldemarco899
      @michaeldemarco899 2 місяці тому

      @@nikkimiddlekillsday5161 Yes they are wonderful pieces I’m actually getting a piece unique

  • @gregash4387
    @gregash4387 Місяць тому

    That JLC is a deadly gorgeous watch !!!!! So Beautiful….

  • @SAMZIRRA
    @SAMZIRRA Місяць тому

    That blue one! Wow

  • @jcmartinez7527
    @jcmartinez7527 2 місяці тому +6

    Kevin O’Leary is such an incredible conversationalist. And you are a great interviewer! Well done.

    • @wristenthusiast
      @wristenthusiast  2 місяці тому +1

      Thank you so much! I'm glad you enjoyed the conversation. What was the most interesting part to you?

    • @jcmartinez7527
      @jcmartinez7527 2 місяці тому

      @@wristenthusiastit was fascinating to hear how he develops relationships with all these brands. Just goes to show how charismatic he is and how passionate he is for watches.

    • @nikkimiddlekillsday5161
      @nikkimiddlekillsday5161 2 місяці тому

      Also show how watch companies have practically become political parties.

  • @Derceto360
    @Derceto360 2 місяці тому

    Very Good! 👏

  • @MCMXI1
    @MCMXI1 20 днів тому

    A facinating and unexpectedly rich interview that was so much more than just talking about a watch

  • @liangliangsansan6231
    @liangliangsansan6231 2 місяці тому +1

    He did sell his watch, e.g. his 116500 panda Daytona with red band in the last auction season.

  • @michaeldemarco899
    @michaeldemarco899 2 місяці тому

    Sorry I liked this so much I’m commenting twice! Your from Boston? I’ve bought several pieces from European Watch Co. have you ever been to Paul Duggan?
    I have a good size collection now and my passion stetted when I was 16!!

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      Yes I am! I have lived in NYC for a while now but am back to Boston very often!

  • @sullivanbacerdo3244
    @sullivanbacerdo3244 Місяць тому +3

    the Fleming case is made by Efteor SA, not Vacheron. Efteor has made cases for the Zeitwerk, for example

    • @wristenthusiast
      @wristenthusiast  Місяць тому +1

      Good catch. My mistake on that. Thanks for clarifying!

  • @nikolajjrgensen6538
    @nikolajjrgensen6538 29 днів тому

    3 min in, already all good on Mr.NotSoWonderful :)

  • @andrisveiss3212
    @andrisveiss3212 Місяць тому

    What a great interview! I have the same disease (just a smaller wallet for now lol)

  • @dielalex89
    @dielalex89 2 місяці тому +1

    Kevin gets a lot of love, and also a lot of hate from the watch community too… ok well, maybe not “hate” … but maybe some eye-rolling etc.. lol… but I give him the pass - I think he is definitely a watch guy.. sure, yes, you will hear him every now and then make a really goofy comment or say something that maybe other true “watch guys’ wouldn’t say -- but we also have to remember what level of status this guy is on -- of course he’s going to be a bit different
    I always enjoy seeing his videos.. or interviews like this, or with other UA-camrs and so on --- I feel like Kevin has been instrumental in getting luxury watches even more mainstream- and there is no denying it, that he truly loves this stuff and I think it’s just great - I would love to get to meet him and talk watches
    You did a great job with the interview - Im subscribed now!

  • @thierry1491
    @thierry1491 Місяць тому +1

    Kevin you don’t like flippers which I totally agree with. What do you think about brands promoting flipping like Patek and Rolex?

  • @TomasLjung-jj5dp
    @TomasLjung-jj5dp 2 місяці тому

    Did you see kojak T S wearing a led digital watch in 70 s so many brands today nice interview keep the time must say Bravissimo ☆☆☆☆☆

  • @breakupgoogle
    @breakupgoogle Місяць тому

    that 5231J-001 PP is so nice. I want the 5131/1P-001

  • @TseringNamgyalLama
    @TseringNamgyalLama 2 місяці тому +8

    Solid interview! This is first time independents got much needed exposure.

    • @wristenthusiast
      @wristenthusiast  2 місяці тому

      Glad you liked it!

    • @SteveFWatches
      @SteveFWatches 2 місяці тому +1

      Happy to see his collection grow further into independents now

  • @omoniyikaye
    @omoniyikaye 6 днів тому +1

    YOU SHOULD MAKE WAYS FOR TRUE PATRONS SAYS THE LEGEND MR KEVIN O'LEARY.

  • @georgen26
    @georgen26 2 місяці тому +1

    collecting piece uniques is insane.
    FP Journe, heard some shadde about him, only time will tell ;)

  • @Patekcollector5205
    @Patekcollector5205 2 місяці тому

    I love the AP

  • @Test-Tube-Baby-xo8xx
    @Test-Tube-Baby-xo8xx Місяць тому

    A luxury watch to me is something like a Tissot but I'm thoroughly happy with that.

  • @FJames
    @FJames Місяць тому +1

    Really good video, Kevin is always best on longer form interviews

  • @20thcenturyboy85
    @20thcenturyboy85 2 місяці тому +3

    SPECTACULAR Collection!!! Mr. O'Leary has seriously expanded the entire mechanical wrist watch market over the past decade with all his video collaborations, and especially working with Teddy Baldassarre.

  • @paulosullivan3991
    @paulosullivan3991 2 місяці тому

    Top class

  • @CapnFlags
    @CapnFlags Місяць тому

    If I like purple with a non-rubber band and a tasteful accompaniment of diamonds, what’s my top 5 watches?
    Note: I really love purple. Also love rose gold and would pick that or silver/platinum over yellow gold.

  • @dsamaridis
    @dsamaridis 12 днів тому

    I have to hand it to him: that F. P. Journe Tourbillion Remontoire with the red band is absolutely glorious!

  • @Whatisallthisfor949
    @Whatisallthisfor949 2 місяці тому +4

    I love it when he says vertical but moved his hands along the horizontal axis 😂😅

  • @slydermartin6008
    @slydermartin6008 2 місяці тому +1

    Great conversation. Great Watches.

  • @dhimitritheodhori7187
    @dhimitritheodhori7187 2 місяці тому

    Kevin is top man

  • @andrewvaughan5686
    @andrewvaughan5686 2 місяці тому +7

    Great interview, incredible watches, but i gotta agree with those that say wearing 2 watches is way too over the top.

    • @nikkimiddlekillsday5161
      @nikkimiddlekillsday5161 2 місяці тому

      Not if you travel between two different time zones and have business there

    • @andrewvaughan5686
      @andrewvaughan5686 2 місяці тому +2

      @@nikkimiddlekillsday5161 lol sure

    • @baxoutthebox5682
      @baxoutthebox5682 Місяць тому +1

      @@nikkimiddlekillsday5161as if he doesn’t have a GMT lol

  • @AbesamisM
    @AbesamisM Місяць тому

    i dont even really like watches but that shark tank AP is amazing to look at.

  • @TravisCannata
    @TravisCannata 2 місяці тому +1

    I gotta respect the double wristing.

  • @zacharypalczynski8450
    @zacharypalczynski8450 29 днів тому

    Loves hearing himself talk

  • @jimm0802
    @jimm0802 Місяць тому

    Great interview. What happens to a collection like Kevin’s when eventually passes away.? We all pass away, just curious about unique collections when flipping is so taboo

    • @Yorkiepoocharlie
      @Yorkiepoocharlie Місяць тому +1

      Likely will go to auction just like many do. Brando, Schumacher, Newman.

  • @KamillGran-ch5sb
    @KamillGran-ch5sb 2 місяці тому

    The business in Abu Dhabi is Abu Dhabi Dhu… good time..

  • @akhrormuminov7180
    @akhrormuminov7180 2 місяці тому +1

    Disclaimer.! No more tears were shed during the recording of this video.

  • @avmelidor
    @avmelidor Місяць тому

    Kevin has impeccable taste

  • @kunvh829
    @kunvh829 2 місяці тому

    Fleming doing big things!

  • @vatsalsanwaria537
    @vatsalsanwaria537 25 днів тому

    "I'm not a bought guy"
    Kevin, FTX is calling you.

  • @franklucente3517
    @franklucente3517 2 місяці тому +19

    Is he confusing “The Three Horsemen” with “The Holy Trinity?” 😂 When did Rolex assume the Vacheron mantel??

    • @rem9011
      @rem9011 24 дні тому

      He means the big 3 obviously, biggest and hardest to get. Vacheron is leagues behind in terms of popularity, demand and spotlight.

  • @adamgc73
    @adamgc73 2 місяці тому

    I have a $100 clear swatch skeleton i constantly get remarks about it 😊

  • @SpookyConcepts
    @SpookyConcepts 2 місяці тому

    The MB&F Bulldog is the holy grail

    • @MrGrazzhoppa
      @MrGrazzhoppa 2 місяці тому

      Piece unique maybe but holy grail, that’s a hell no..

  • @kelvin.008
    @kelvin.008 2 місяці тому +4

    Most on Red bands, quite a joke isn't it 😂

  • @wristenthusiast
    @wristenthusiast  2 місяці тому +3

    Which of Mr. Wonderful's watches is your favorite?

  • @F3PIZZA
    @F3PIZZA Місяць тому +1

    Diamonds can only cut diamonds. Diamonds go hard asf.

  • @christianmatthes8802
    @christianmatthes8802 Місяць тому

    Who is the guy in UAE that know every caliber and had such a big collection?

  • @jeejkee6471
    @jeejkee6471 Місяць тому

    Honestly, not many people have the experience and possibilities as Kevin does. I think it would be a shame if some watch maker wouldn’t work with him and create something new in the watch industry.

  • @MDSkai
    @MDSkai 2 місяці тому +2

    I imagine half the time Kevin needs to know the time, he looks at his wrist and realizes he’s too wealthy to have watches that actually make it easy enough and just does a rich-guy laugh to himself

    • @SteveFWatches
      @SteveFWatches 2 місяці тому +1

      😂😂😂😂 yep so many GMTs would resolve this. But he likes what he likes 🤷🏻‍♂️

  • @gfeast4518
    @gfeast4518 Місяць тому +2

    He’s really going off his rocker, from not knowing much not too long ago now wearing 6 watches a day? Nutty

  • @PhilipPaul-vw7hu
    @PhilipPaul-vw7hu Місяць тому

    Me sitting here with not a single dollar in my bank account thinking, "oh yeah I could probably get one of those one day" XD

  • @gentlewolf
    @gentlewolf 2 місяці тому +1

    If Kevin's pocket square ever goes white, ALL his watches will get red faced, be purple with rage, have a case of the blues, become green with envy, and get yellow fever. Orange I correct?

  • @simonrushton4639
    @simonrushton4639 2 місяці тому

    What’s shark tank?

  • @JacobNozicka
    @JacobNozicka Місяць тому

    I really want to know what's up with the red.

  • @TheZibil
    @TheZibil Місяць тому

    how do we get ourselves to trust grey market dealers?

  • @Mr.LDSIII
    @Mr.LDSIII 2 місяці тому +41

    Napoleon Complex egomaniac

    • @ricardocampos3383
      @ricardocampos3383 2 місяці тому +6

      cope

    • @swiftusmaximus5651
      @swiftusmaximus5651 2 місяці тому +8

      6 watch changes in a day, LMAO.

    • @Spazik86
      @Spazik86 Місяць тому +2

      Well everone has to have some way to spend money.
      How do you spend millions of dollars?
      You need to find some "stupid" money sink, some people collect cars, some people paintings, he is collecting watches.. :)

  • @leciaman
    @leciaman Місяць тому

    I am confused why would the color of the watch band matter when you are on Shark Tank

  • @JeDxDeVu
    @JeDxDeVu 2 місяці тому +2

    Hope he doesn’t cry again

  • @benjaminfrank_
    @benjaminfrank_ 2 місяці тому +3

    My issue with Kevin and his watch collection is that in EVERY single watch video he has to mention “shark tank” 😂😂

  • @cliftonmcmullen7167
    @cliftonmcmullen7167 2 місяці тому +1

    Must be nice to only want piece unique’s when I’m trying to get a 36mm Date Just, two tone 😂

  • @DJPhantomRage
    @DJPhantomRage Місяць тому

    I can't even wish to have anything in his collection, let alone be able to afford anything. I do understand the never letting go of a item I have some extremely valuable pocket watches from family that have been passed down to me. Those will stay with me, just like the few watches that have beem gifted to me. Even though they aren't as valuable.

  • @donjuan150
    @donjuan150 2 місяці тому +2

    Great interview...but maybe it is time to move on from the Red??

    • @nathandallas4878
      @nathandallas4878 2 місяці тому +1

      Because continuity isn't a thing for television like nobody changes their outfits all season

    • @BabyJesus66
      @BabyJesus66 28 днів тому +1

      Agreed. I always feel like hes the only one who cares that much what color his watch strap is. If they were worried about continuity wouldnt changing the watches at all be a problem?

  • @periclescimon9954
    @periclescimon9954 6 днів тому

    I don’t get how he says no one can resale the watch but how the heck does he get them after they are no longer made if he isn’t buying them from private citizens.