No. The Hobo Small is designed for an iPad or tablet, wallet, and everyday essentials — not a laptop. If you need a laptop sleeve, the Hobo Medium (14") or Hobo Large (16") are better fits.

It depends on what "everyday" looks like for you. If your day is errands, coffee, dinner, and weekends — the Small handles it beautifully at just 1.25 lbs. If your day involves a laptop, charger, and notebook — go with the Medium or Large.

Yes. The strap is fully adjustable — wear it short on the shoulder or extend it for hands-free crossbody wear.

The Small is built for minimalists — iPad, wallet, keys, sunglasses. The Medium adds a padded 14" laptop sleeve and more interior pockets for a full work day. The Large fits a 16" MacBook Pro plus charger, notebook, gym clothes, and a water bottle — it's built for travel and long days. All three share the same full-grain leather, adjustable strap, and key leash.

No. We chose not to add feet because the Hobo is meant to feel soft, light, and mobile — not structured like a briefcase. It's built for daily use, not table display.

Yes. The strap is fully adjustable — wear it short as a handbag, or extend it to the maximum length for crossbody wear.

The bottom of the bag is 16.5" wide. The top tapers slightly, which is what creates the hobo silhouette.

2 lbs — designed to feel light in the hand and on the shoulder throughout the day.