About Lookout
Our mission is to elevate your purchase experience on the luxury watch market.Â
With years of experience and a focus on transparency, trust and authenticity, we source and deliver the world’s finest timepieces directly to you.
With direct access to our exclusive, trusted global network of luxury watch dealers, private collectors and enthusiasts, — along with a best-in-class, full-time team ready to help you find your perfect watch—we offer unmatched convenience and exceptional service.
Jason & John
Founders of Lookout Watch Company
Why Lookout
With founders on both coasts, Lookout Watch Company operates across time zones to give you unmatched, on-demand access whenever you need it. Our nationwide presence, global dealer network, and real-time responsiveness mean we’re always just a message away—ready to deliver the service, sourcing, and support you won’t find anywhere else.
Concierge Service
Our founders works with you one-on-one to support, guide, inform, and deliver with unmatched care and clarity.
Global Sourcing
You'll gain access to limitless inventory from our exclusive, trusted global network of luxury watch dealers, private collectors and enthusiasts.
Our Guarantee
Every watch we sell is thoroughly vetted for authenticity and condition. We stand behind every timepiece, because your confidence means everything.
Founder | West Coast
Jason
Jason is a husband and father of two young children based in Oregon, and has been a devoted watch enthusiast for much of his life. After spending his career in the luxury hospitality industry, Lookout Watch Company launched with one goal: to raise the bar in how people buy watches online.
Frustrated by the lack of transparency, attention to detail, and actual customer care in the industry, Jason set out to build something different — a company where trust, communication, and follow-through aren’t optional.
“The perfect watch is just one part of it. What matters just as much is how someone feels during the process — informed, taken care of, and confident we’ll deliver.
Let’s face it: buying a luxury watch online can be a gamble. Sketchy listings. Shady sellers. Zero follow-up and sellers who disappear after the deal. I’ve seen too much of it.
At Lookout, we do things differently. High-touch service. Clear communication. No fluff, no shortcuts — just real relationships and real accountability.
Because if you’re dropping serious money on a watch, the experience should feel just as solid as the piece on your wrist."— Jason
Founder | East Coast
John
John is an adventurer, full-time daydreamer, and passionate action sports athlete based in New York. Professionally, he is a trauma therapist specializing in mind- and body-based practices. John’s casual, “roll with it” style makes working with him in watch sales both friendly and easy. One phone call with him, and you’ll quickly see that he’s someone who will deliver exactly what he promises—comfortably, and in a way that prioritizes the overall experience of the watch-buying process.
"I’d rather everyone be stoked than squeeze some extra money out of a deal. Positivity is better for the client, our business, and frankly, my nervous system." — John
A Private Retail Experience
The Lookout Watch Lounge
In a world of faceless digital commerce, there is nothing that surpasses seeing a luxury timepiece in person. By combining traditional luxury retail with the intimacy of a speakeasy style lounge we offer a new way to build your collection. Located minutes from downtown Portland, Oregon.
By appointment only.