⁠$1,000,000 Watch Collection Challenge with Kevin OLeary

I went watch shopping in New York City with Kevin O’Leary… and we each had a $1,000,000 budget.

Filmed at The 1916 Company’s New York collectors lounge, this turned into a full blown showdown. Kevin built his collection as if he’d just landed from Mars and never owned a watch before. Total dial diversity. Big statements. No duplicates.

I tried to build something more balanced. Sport, complications, independents, and a few risks along the way.

From Patek and AP to F.P. Journe, Lange, De Bethune and more, we handled some of the rarest pre-owned watches on the planet. And yes, Kevin is very confident he won.

Now I want to know what you think.

Who built the better $1 million collection?