Kevin O'Leary Interview: Debating Watches as Investments, Discussing the Industry & His Collection

Check Out Kevin’s Channel: @kevinoleary

Around three months ago, I noticed Kevin was posting more watch-related content online, with his video discussing watches as investments, in particular, catching my interest. After responding to his video with my own thoughts, I reached out to see if he would be willing to discuss this further along with other watch-related topics.

[patrickm]

Getting your entire collection swiped twice and not killing yourself is more impressive than any of the watches lmao

[kyberbricks]

no one:

Kevin: *C O L L E C T I O N É*

[oliverfasola]

Never thought I'd get to hear Kevin say Chrono24

[hiyukelavie]

I got Jordan Schlansky vibes when Kevin started talking about his kolekcione

[bigtonithegreatjamboni]

Buys watches as an investment.

Wants to be buried with his watches.

[stevedave]

If you’re ever in Denver, I’d be happy to do an interview with my entire collection of Casios...

[jesterjester]

One of the most interesting in depth watch conversations I've ever heard. Gotta love the passion.

[acfc]

I honest suspect that Teddy disagrees with Kevin's intention of collecting watches - increase in value, starting conversations and saying collectione

[jayh]

Dude, I don't know you anymore, big shot. Next interview, Brad Pitt.

[jw.]

TGV and the watch box crew are sweating bullets right now.

[vipnetworker]

Hilarious... Kevin sounds like a little kid talking about baseball cards or his hot wheels or Star Wars collection, just with a slightly more adult and snobbish vocabulary.

Kevin seemed super excited to make a new friend and talk toys. I would not have guessed the interview going that way.

Very surprising.
Very entertaining.

Well done Teddy.

[ianschulze]

I love the fact that Kevin truly cares for and respects the craftsmanship and the relationship between the watch and the wearer. He isn't just a billionaire buying the most expensive piece he can. He wants each piece to mean something and tell a story.

[drshahid]

Teddy, congratulations! You are going up the ladder pretty quick. You know you making all the watch YouTubers super jealous 👍🏻

[zestyfg]

I just imagine him picking up his red strap AP: "This will make a fine addition to my COLECCIÓN!" 😂

[sinjon]

“I don’t tell people where they are anymore, I just carry watches with me”
K

[jaxwylde]

If someone broke into my house and found my watch collection, they'd probably just take the display case I bought on Amazon, and leave the watches...lol

[thewatchzealot]

John Mayer is to Hodinkee as Kevin Oleary is to Teddy Baldassarre. You're blowing up.

[tobblesmash]

Completely agree with teddy's point there, watches as an investment is honestly just a myth collectors like to perpetuate. You really need to spend loads of money before being even considered for one of the more appreciable watches, and even then, if you do decide to sell you can forget any future prospects with that authorised dealer.. in some cases even other dealers if your name spreads as a seller.

[peroinzimbabwe]

Best interview ever! I was as interested at the end of it as I was at the beginning.

[marky]

I didn't know anything about Kevin O'Leary at all before this video, but he speaks beautifully about watches and the hobby. He seems full of passion for each of his pieces instead of just being a rich guy throwing money around. Excellent video.