5 Timeless Watch Styles Every Collector Should Own


Presented in partnership with StockX

Starting a watch collection is an exciting but slightly stressful ordeal. While the purchasing of a classic timepiece is always thrilling but anxiety soon follows.

How many watches do I really need? What types of watches should I concentrate on buying? Is there a right time to let a watch go to buy more timepieces for the collection?

Thankfully, the website StockX alleviates some of the pressure and guesswork involved with buying a signature timepiece or assembling a collection of outstanding watches.

Dubbed the “world’s first stock market for things,” StockX combines the excitement of buying handbags, sneakers, and watches with the frenzy and fever of stock market trading.

Brought together by a shared idea of creating a stock market for sneakers, Josh Luber and Greg Schwartz partnered with Dan Gilbert – majority owner of the Cleveland Cavaliers- and launched StockX in 2016. The following year, after teaming up with Nike, StockX exclusively launched the first run of the LeBron 14 on its website.

Today, the website generates an average of $2 million worth of daily transactions and handles the buying and selling of some of the most sought-after wristwatches on Earth.

Unlike other auction websites, StockX handles most of the heavy lifting, from authenticating the items to managing the exchange of money. Buyers and sellers need not worry about the legitimacy of one another. StockX is always in the middle of every transaction.

Whether you’re new to watch collecting or have been collecting for years, certain types of watches should be in every collection.

The Diver Watch

Originally designed specifically for deep sea divers as a reminder to get back up to the water surface, diver watches were never really considered to be collectible timepieces.

This is precisely what makes the watches so collectible today.

Diver Watches To Consider


The Omega Seamaster: The Seamaster is Omega’s contemporary take on their famous dive watches. The Omega Seamaster with blue dial has become a symbol of the genre thanks to appearances on the wrists professional divers as well as the likes of James Bond.


Seiko Prospex SRPC91:A limited edition Seiko automatic dive watch, this timepiece is nicknamed Turtle due to its cushion shape case. Based on the popular 6000 range of vintage Seiko dive watches, this model features a Seiko 24 jewel automatic movement.

The Dress Watch

When you’re attending a formal event—anything from a traditional wedding to a black tie event—classic and understated is essential.

A classic dress watch should be thin enough to slip in and out of a dress shirt cuff easily.

Dress Watches To Consider


IWC Portofino Tribeca IW510111: The dial is a crisp slate color that embodies the New York City streets, while the small seconds subdial is Bordeaux-colored, symbolizing the red carpets, a glamorous mainstay of the film industry often visible around the world from film premieres to award shows.


Seiko Presage SSA343J1: The Presage series Seiko SSA343J1 – also known as “Cocktail Time” – is powered by the 29-jewel Seiko 4R57 self-winding movement that can also be hand wound. The case sports a polished finish and radiant silver textured dial with silvertone hands and hour markers.

The Pilot Watch

Much like the diver’s watch, the first generation of pilot watches had a specific function related to aviation. Aviators  ad to be accurate, of course, and they had to be readable under low-light conditions.

There isn’t any singularly specific style that defines an aviator watch, but these timepieces include easy-to-read read dials and numbers and oversized hands.

Pilot Watches To Consider


Bremont ALT1 Pilot P/BK: The ALT1-P is designed for those who demand both accuracy and clarity. The clear hands and dial numbers make it a popular choice with both aviation professionals and collectors. Bremont aims to create classically understated watches which would never date and the ALT1-P has exemplified this, being synonymous with the core Bremont values.


IWC Big Pilot’s Father and Son IW500906: The Father self-winding automatic watch, features a 46.2mm stainless steel case surrounding a rhodium dial on a black alligator strap with a stainless steel buckle. Functions include hours, minutes, seconds, date and power reserve indicator.

The Weekend Watch

Whether it’s a laid-back Sunday brunch or taking the dog for a walk, the weekend watch should be versatile and durable.

The options for the weekend watch are limitless. Go big and brash or opt for something informal and understated.

Weekend Watches To Consider


Ernst Benz Chronolunar GC10311/A: The massive proportions of the ChronoLunar 47mm are ideal to allow for optimal visibility of its features, which are arranged to readable at a quick glance. Driven by the legendary Valjoux 7751 movement, the technical complexity and beautiful details of this model are complemented by its exceptional performance and reliability.


Rolex Explorer 214270: This is the watch you buy when you’re the guy behind the guy. With an updated 39mm stainless steel case, the superb Rolex in-house automatic caliber 3132 and Twinlock screw-down crown it represents the austere, no-nonsense tool watch collectors love.

The Heirloom

This timepiece is purchased with future generations in mind. A watch to be handed down from generation to generation.

This timepiece should include a design and materials that will work when it meets the wrist of your son, his son, and countless generations to come.

Heirloom Watches To Consider:


Rolex Daytona 116520: This white dial, stainless Rolex Cosmograph Daytona occupies rarified air in the nuanced world of Rolex collecting. Introduced in 2000 it’s the very first reference number to use the Rolex in-house, automatic, chronometer-rated, column-wheel chronograph movement, the caliber 4130.


Tag Heuer Carrera Skipper for Hodinkee: The reference 7754, nicknamed the “Skipperera” after its Carrera case, was commissioned by Heuer in 1967 to commemorate Emil Mosbacher’s victory on the yacht Intrepid at the America’s Cup, this watch is now considered to be one of the most collectible vintage Heuers in the world. The updated version Skipper is not a carbon copy of the original but a modern interpretation.


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