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: https://wondercare.com/

Check out European Watch Company @europeanwatchco: https://www.europeanwatch.com/

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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