Timberland Newmarket Boot ($120).
Timberland Adkins Duffle Bag ($348).
Timberland Mumford Chambray Shirt ($60).
Timberland Sargents Lake Chino Pants ($88).
Timberland Tri-fold Wallet ($55).
Head Porter iPad Case ($78).
White Mountaineering Leaf Pattern Sock ($39).
Orlebar Brown Aviator Sunglasses ($300).
1977 Rolex YG Daydate ($5,450).
The Hill-Side Scarf ($50).
Oldest Living Things Print ($1,200).
Presented by Timberland.
In a city where every block is a hustle and every sidewalk a runway, the Greats Manhattan City Runner delivers the kind of effortless versatility New York demands. From the concrete pulse of Brooklyn mornings to power strides across Manhattan skyscrapers, this handcrafted sneaker is more than footwear—it's an urban essential. Its artisanal airbrushed suede nods to old-world Portuguese craftsmanship, while the cushioned sole ensures you move with comfort and confidence through every commute, coffee run, and last-minute meeting. Handcrafted and designed for New York—this is style with soul, grit, and rhythm. Because in a city that never sleeps, your sneakers shouldn't either.
Presented by Greats.
Born from the shadows of mountain west peaks, SMMT's 'Triple Black' embodies the art of the slow burn. More than a color, it's a mood - clarity in the quiet, ritual in the pause. Designed in Park City, Utah at 7,000 feet and inspired by the steepest summits, the Sèrpa Tumbler returns in its boldest form yet: a blackout design for nights that run long, and rituals that run deep. Its 16oz kitchen-grade stainless steel body conceals a patent-pending Sip & Stow magnetic lid system and 3-Way Precision Insulation to keep your drink steady - hot on the coldest first-chair morning, cold by the warmest après fire. Built for connoisseurs of the moment - those who chase steeps, chase sips and choose stillness as a form of rebellion.
Presented by SMMT.
Caliber is rewriting the playbook on personal training with a science-driven coaching program designed for busy professionals who want real results without wasting time. Caliber pairs each member with an elite coach—only 1 in 100 applicants make the cut—to deliver personalized strength, cardio, and nutrition plans through its powerful app. Members see an average 20% improvement in body composition within 3 months, all for a fraction of the cost of traditional training, starting at $200/month. For September, Caliber is knocking $100 off all coaching plans, making the smartest way to get in shape even smarter.
Presented by Caliber.
The MLB season nears its climax as the chase for the 2025 World Series intensifies under crisp autumn skies. From the outfield seats at Rogers Centre to the sun-soaked stands at Dodger Stadium, the competition burns hotter than ever. To match the energy, Nike's 2025 World Series Collection unites fans with team jerseys, streetwear, shoes, hats, and cold-weather gear fit for October legends. As Vladimir Guerrero Jr. swings for the fences and Shohei Ohtani hunts a back-to-back title, don't just watch the moment—wear it. Get geared up with Nike before this historic season comes to a close.
Presented by Nike.
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