The Trail Boss is a full-grain leather messenger bag made for professionals who carry their work with them. Its 15.5" W × 11" H × 5" D profile provides room for a laptop, documents, chargers, and everyday essentials while keeping your carry organized and easy to access.
An 11-inch front pocket with concealed quick-release closures keeps frequently used items close at hand without interrupting the bag’s clean leather exterior. Inside, a padded laptop sleeve fits laptops up to 16 inches, while a phone pocket, slip pockets, and interior zipper pocket help separate smaller essentials.
For business trips and airport days, the rear zipper pocket conceals a trolley strap that slides securely over the handle of rolling luggage. Carry it by the leather top handle or use the removable shoulder strap when you need hands-free comfort.
Finished in Brandy full-grain leather, the Trail Boss is designed to gain character with regular use. Natural grain, slight tonal variation, and a developing patina are part of what make each bag distinct.
Material: Premium Full-Grain Leather in Brandy
This leather messenger bag is designed for everyday professional organization and travel convenience. The spacious interior accommodates laptops up to 16 inches along with documents and work essentials. A front 11-inch pocket features hidden quick-release closures beneath traditional leather latches, allowing fast access while preserving the rugged aesthetic. The rear zipper pocket includes a hidden trolley strap so the bag can securely slide over rolling luggage during travel. Inside, the briefcase provides organized storage with a padded laptop compartment, two slip pockets including a phone pocket, and a secure zipper pocket for valuables. Durable leather carry handles and a removable shoulder strap allow comfortable carrying throughout the workday.
Made from premium full-grain leather in Brandy, the Trail Boss retains the natural character of the hide. With use, the leather may develop a richer tone and a distinct patina.
Because leather is a natural material, grain patterns, markings, and color variation are normal. To help maintain the bag, avoid prolonged exposure to water, wipe away spills promptly, and use a leather conditioner suitable for full-grain leather when needed.