Sara Grupe - Brand Marketing Coordinator, Leatherology
Sara is a Brand Marketing Coordinator focused on driving brand growth and campaign execution.
At The Carriage House in New York, illustrator Rob Wilson sketched guests' dogs on site. Each drawing went home with its owner and will return as a debossed leather valet tray.
Sit. Stay. Sketch. at a Glance
When: Wednesday, October 14, 2026
Where: The Carriage House, West Village, New York
With: Illustrator Rob Wilson
The Experience: Live dog portraits, sketched on site for 51 industry guests
Made On: Square Valet Tray in Black Onyx, debossed through Yours, Truly
A Sketch Worth Keeping
On a Wednesday evening in the West Village, personalized dog gifts began the way the classics do: with a pen, a willing subject, and a single confident line. Inside The Carriage House, illustrator Rob Wilson settled in to draw. One by one, the guests' dogs sat for their portraits.
Editors, stylists, influencers, and tastemakers moved through the room over cocktails and light bites, while the dogs collected treats of their own. Leatherology's fall colors and product assortment were on display, an early look at the season ahead.
The evening still belonged to the drawings. Each was one of a kind, drawn in the room and handed over to keep. And each was set for a second life in leather. That was the idea all along: a sketch worth keeping, twice.
Meet the Artist
Rob Wilson - Illustrator
Rob Wilson is a New York City illustrator and graphic designer known for his wit and distinctive line. A Cooper Hewitt National Design Award nominee and founder of the design firm Silas Tom, he has created work for The Wall Street Journal, Neiman Marcus, and Design Within Reach.
How It Came Together
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The Sitting
Rob sketched each guest's dog on site, capturing every subject as a one-of-a-kind illustration. No two drawings left the room alike.
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The Original
Guests took the original sketch home that evening. The drawing on paper is theirs to keep.
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The Deboss
Through Yours, Truly, each drawing is debossed onto a black square leather valet tray. The line work is pressed into the leather, turning a piece of dog artwork into an everyday essential.
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The Delivery
The finished tray will be sent to each guest. It's the same sketch, now made for the keys, rings, and small things of every day.
Scenes From the Evening
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A long-haired dachshund in sunglasses and an I ♥ NY bandana poses with its Rob Wilson original. -
A curly-coated doodle checks in with its owner inside The Carriage House. -
Cheese, charcuterie, and fruit by candlelight, part of the evening's spread. -
The courtyard in full swing, with guests, cocktails, and dogs of every size settling in for their turn. -
The finished piece: a guest's sketch debossed into the Square Valet Tray in Black Onyx. -
A grinning pup in a Leatherology bandana, flanked by its owners and a grapefruit cocktail. -
A toy poodle in a cream sweater, all smiles on its owner's lap. -
Leatherology's fall assortment on display, personalized through Yours, Truly with monograms, handwritten notes, and debossed sketches. -
A guest holds her pup up for its sitting at Rob's table in the courtyard. -
Two guests and a dapper miniature dachshund, dressed for the occasion in a collared shirt and bow tie. -
Soft and chewy duck bites, set out for the evening's four-legged guests. -
A long-haired dachshund takes the red chair while Rob sketches from across the table. -
A Cavalier King Charles spaniel and its owner, with the original Rob Wilson sketch in hand. -
Leatherology dog bandanas, printed with line-drawn pups, waited for guests alongside an instant camera and a grooming brush. -
From paper to plate to leather: a guest's sketch, cut into a custom deboss plate and pressed into a pebbled leather luggage tag. -
Rob Wilson at work, brush pen in hand, on a Sit. Stay. Sketch. card. Each portrait was drawn in bold, confident lines and signed on the spot. -
A fluffy white pup, suited up in a tuxedo for its sitting, with its Rob Wilson sketch held up behind.
Voices From the Event
"Thank you so much! This was such a thoughtful event. I got to speak to Rob, and he is fantastic. The pictures look awesome and I'm excited to receive my portrait."
Adesuwa Odiase, Stylist (@ade5uwa_)
"Thank you again for having Cloud and me. One of the best events I've been to :)"
Evo Nguyen, Stylist (@3v0nd4)
"Thank you so much for having Cooper and me! The event was great, and his influencer career has really taken off since!"
Noelle Crooks (@noellecrooks)
POV: Mom Took Me to an Influencer Event
Video Summary
Biscoff the dog takes on Sit. Stay. Sketch. in the West Village, New York.
Personalized Dog Gifts, Made in Leather
Every portrait from the evening finds its place on the Square Valet Tray. Through Yours, Truly, your own artwork or an AI Designer creation can do the same, making it one of the season's most considered dog lover gifts.
Kept, Twice
Custom dog portraits usually end up on a wall. The ones from Sit. Stay. Sketch. go further: the original on paper, and the same lines pressed into leather, both made to last.
A good drawing captures a moment. A well-made tray carries it into every day after.
