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Kevin O'Leary vs. Andrew McUtchen: $10,000 Watch Buying Challenge at Time+Tide New York

VideoMay 16, 2026·12,548 views

What happens when the king of Shark Tank, Kevin O'Leary, a.k.a Mr Wonderful, walks into the Time+Tide NYC Discovery Studio with $10,000 and an opinion about everything? Pure watch television. Kevin O'Leary — investor, self-confessed dial obsessive and newly minted horological force — faced off against Time+Tide founder Andrew McUtchen in a $10K watch buying challenge at 460 Broome Street, Soho. Same budget. Same store. One judge. Zero mercy. The format: a reverse Shark Tank. Build the best collection you can from the floor of Time+Tide New York, then pitch it to a single judge, Discovery Studio Watch Specialist Meighan, who holds all the power and none of the patience for ego. Kevin arrived with conviction. Diversification is everything. Never buy the same dial twice. Never borrow money to buy a watch. Entry-level pieces are the gateway to a lifetime of collecting. He's not wrong — and he's annoyingly hard to argue with. What unfolded was a genuinely electric tour through some of the most compelling watches the masses have yet to discover: Wren's sandwich-dial diver, Awake's enamel-kissed blue dress piece, Furlan Marri's disco-volante sector dial, Straum's Jan Mayen, Studio Underdog's column-wheel-driven burnt pizza chronograph, a seriously underestimated entry from Oak & Oscar, and much, much more. Along the way, Kevin revealed the full story behind his one-of-a-kind ruby Rolex Daytona — an off-catalogue piece that came with a very specific condition from the CEO of Rolex Americas. There's also a jaw-dropping aside about his F.P. Journe Chronometre Bleu, his role in Marty Supreme, and why anything under $1,000 might be the most important watch a collector ever buys. Both collections had crossovers. Both had standouts. One had the edge. The winner? Watch to find out. Then tell us in the comments who you think got robbed. Time+Tide New York is open 7 days a week, 11am–7pm at 460 Broome Street, Soho. Come try these watches on. ------------------------------- https://shop.timeandtidewatches.com/ ------------------------------- 00:00 Intro 02:12 Monta Noble Mint Dial 02:59 Wren Diver 38 Crimson Time+Tide Boutique Edition 04:01 Awake Son Mài Frosted Leaf 04:14 Maen Manhattan 39 Ultra-Thin – M4.1.3 04:48 Kevin's off-catalogue Rolex Daytona 07:21 Earthen Summit 08:48 Oak & Oscar The Olmsted 38 10:02 Christopher Ward C1 Bel Canto Classic & C12 Loco 11:35 Nivada Grenchen Antartic GMT Black 12:00 Fears Arnos 12:50 Dennison ALD Collection 13:03 Norqain WILD One 13:24 Furlan Marri Mechaquartz, Mechanical Sector, & Disco Volante 16:32 Straum x Time+Tide Jan Mayen Titanium 17:35 Studio Underd0g x Time+Tide 01SERIES Gen 3 'Burnt Pepper0ni' & 'Classic Cheese' 20:21 Kevin gets a budget sit-rep: how far over is he? 21:53 The $10,000 Watch Buying Challenge face-off begins 25:29 Who wins? Meighan renders her verdict 26:39 What does Kevin think of our NYC Studio business? 27:50 Why Kevin O'Leary loves microbrands despite having many expensive watches 29:11 Kevin O'Leary on how Time+Tide is building a watch business and community 30:06 Toledano & Chan B/1.3R 'Ripples' 31:38 How Kevin got his Rolex Daytona 126599TRU and the conditions that came with it 34:01 Marty Supreme 35:21 F.P. Journe Chronometre Bleu 36:48 Kevin O'Leary picks his 3 favourite watches in the Time+Tide NYC Discovery Studio 37:23 Would Kevin O'Leary invest in the Time+Tide Discovery Studio? 38:36 Outro ------------------------------- Read more articles: https://timeandtidewatches.com Shop: https://shop.timeandtidewatches.com ------------------------------- MB01OTIXZLPJ5VH INSTAGRAM @timetidewatches TikTok https://www.tiktok.com/search?q=timeandtidewatches T+T Shop Instagram https://www.instagram.com/timetideshop/