On this episode of Digital Social Hour, we sit down with The Watching NYC to unpack the real rules of the luxury watch trade—why reputation beats hype, how to buy (and sell) without getting burned, and what separates lifers from flash-in-the-pan flippers. From 47th Street to Dubai and Hong Kong, he explains why the market is stable right now, how China signals trend shifts, and why pressure sales are a red flag. We get into fake spotting, UCC-style “word is bond” deals (mazal), and why educating the buyer creates customers for life.
We also dive into the brands and strategies that actually hold value: Rolex as the safest bet, how AP/Patek/Richard Mille get their pricing power, and why “iced-out” pieces and instant flexes usually lose money. You’ll hear how social media flipped his business from B2B to retail, the ethics code among old-school dealers, and the plan to scale brick-and-mortar without losing trust. If you’re into watches, entrepreneurship, or just straight talk about building a real business, this one’s gold.
CHAPTERS:
0:00 – Reputation over hype: do your research
2:12 – East Coast vs. Vegas & where watches really sell
3:30 – China as the market indicator + why things are stable now
5:05 – From Hong Kong to NYC: social media changed the game
7:18 – “Word is bond”: mazal deals & why trust matters
9:06 – Fakes are getting scary good—how dealers protect buyers
12:02 – Don’t chase the “bust-down”: what actually holds value
14:21 – Rolex as the safe play; AP, Patek, RM explained
17:04 – Scarcity marketing (Rolex, Hermès) and human psychology
19:35 – Flipping culture, viral content, and when it backfires
22:48 – B2B to direct-to-consumer: pricing and livesales
25:10 – Scaling stores the smart way + mentorship and ethics
27:45 – JCK/IWJG shows & why he’s buying, not selling
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GUEST: Moshe Haimoff
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Apple Podcasts: https://podcasts.apple.com/us/podcast/digital-social-hour/id1676846015
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The views and opinions expressed by guests on Digital Social Hour are solely those of the individuals appearing on the podcast and do not necessarily reflect the views or opinions of the host, Sean Kelly, or the Digital Social Hour team.
While we encourage open and honest conversations, Sean Kelly is not legally responsible for any statements, claims, or opinions made by guests during the show. Listeners are encouraged to form their own opinions and consult professionals for advice where appropriate.
Content on this podcast is for entertainment and informational purposes only and should not be considered legal, medical, financial, or professional advice.
We have done our best to present the facts as we see them, however, we make no guarantees or promises regarding the accuracy, completeness, or reliability of the information provided. In addition, the views and opinions expressed in this program are those of the speakers and do not necessarily reflect the views or positions of the producers of this program.
#DigitalSocialHour #Watches #Rolex #AP #PatekPhilippe #RichardMille #47thStreet #NYC #LuxuryLifestyle #Entrepreneurship
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