The Jack Penny Loafer in Gilded Gold
Bold Jacquard
Confidence doesn't need an introduction — but The Jack makes one anyway.
Handcrafted from buttery full grain leather with a penny loafer profile that's anything but predictable, The Jack brings old-school swagger into sharp focus. This isn't your grandfather's penny loafer. It's the signature move he wished he had — where heritage craftsmanship meets modern swagger in one head-turning silhouette.
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The slip-on design keeps it effortless, but don't mistake easy for ordinary. The round-toe profile and 1 1/4-inch block heel add just enough presence to command attention without saying a word. Each step carries weight — literally and figuratively — with a half-inch platform that gives you the edge before you even open your mouth.
•Heel Height:1 1/4-inch
•Heel Type: Block Heel •Platform Height:1/2-inch
•Shoe Width: Medium
•Closure Type: Slip-on
•Toe Style: Round
•Lining: Leather
•Upper Material: Full grain leather
•Outersole Material: Leather
•Footbed: Comfort
All measurements are approximate and were taken using a size 9. Please note measurements may vary slightly by size.
- UPPER: Full Grain Italian Leather
- CLOSURE: Slip-On
- TOE STYLE: Round-Toe
- OUTSOLE: Full grain leather
- Standard D Width Handmade by Artisans in Italy
Our boots and shoes that are leather soled can stain and bleed. We do not recommend wearing in wet conditions. Staining may bleed and could stain carpets, rugs, and upholstery materials.
Shipping
- Free U.S. shipping on orders $150+
- Ships in 1–2 business days; arrives in 3–7 business days
- Expedited shipping available at checkout
Returns & Exchanges
- 30-day returns & exchanges
- Free returns with Checkout Plus; otherwise return shipping costs apply
- Items must be unworn and in original packaging
- Final Sale items cannot be returned or exchanged
Confidence doesn't need an introduction — but The Jack makes one anyway.
Handcrafted from buttery full grain leather with a penny loafer profile that's anything but predictable, The Jack brings old-school swagger into sharp focus. This isn't your grandfather's penny loafer. It's the signature move he wished he had — where heritage craftsmanship meets modern swagger in one head-turning silhouette.
Read more
The slip-on design keeps it effortless, but don't mistake easy for ordinary. The round-toe profile and 1 1/4-inch block heel add just enough presence to command attention without saying a word. Each step carries weight — literally and figuratively — with a half-inch platform that gives you the edge before you even open your mouth.
•Heel Height:1 1/4-inch
•Heel Type: Block Heel •Platform Height:1/2-inch
•Shoe Width: Medium
•Closure Type: Slip-on
•Toe Style: Round
•Lining: Leather
•Upper Material: Full grain leather
•Outersole Material: Leather
•Footbed: Comfort
All measurements are approximate and were taken using a size 9. Please note measurements may vary slightly by size.
- UPPER: Full Grain Italian Leather
- CLOSURE: Slip-On
- TOE STYLE: Round-Toe
- OUTSOLE: Full grain leather
- Standard D Width Handmade by Artisans in Italy
Our boots and shoes that are leather soled can stain and bleed. We do not recommend wearing in wet conditions. Staining may bleed and could stain carpets, rugs, and upholstery materials.
Shipping
- Free U.S. shipping on orders $150+
- Ships in 1–2 business days; arrives in 3–7 business days
- Expedited shipping available at checkout
Returns & Exchanges
- 30-day returns & exchanges
- Free returns with Checkout Plus; otherwise return shipping costs apply
- Items must be unworn and in original packaging
- Final Sale items cannot be returned or exchanged
As part of our commitment to honoring craftsmanship, we partner with Italian artisans who bring generations of shoemaking expertise to their work. Italy has long been recognized as one of the world’s great centers of footwear production, where tradition, precision, and an obsession with detail continue to shape the craft. We bring that heritage to life through careful construction, thoughtful finishing, and an uncompromising approach to quality. The result is footwear that feels refined from the first wear and develops even more character over time.
As part of our commitment to honoring craftsmanship, we partner with Italian artisans who bring generations of shoemaking expertise to their work. Italy has long been recognized as one of the world’s great centers of footwear production, where tradition, precision, and an obsession with detail continue to shape the craft. We bring that heritage to life through careful construction, thoughtful finishing, and an uncompromising approach to quality. The result is footwear that feels refined from the first wear and develops even more character over time.
