Outside Insiders

Close-up of a gray fabric backpack with a logo, leather accents, and a zipper pocket.

Designed to fit life — carry what matters.

Thoughtfully designed bags for daily movement — work, city, errands, and everything between.

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A black nylon backpack with multiple straps, buckles, and zippered compartments on a wooden surface, illuminated by sunlight.

Fits your life. Feels like it was made for you.

From commuting to errands to evenings out, our bags are designed to keep your essentials organized and accessible. Simple, thoughtful design that fits seamlessly into your day.

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A black waist bag and a black strap with leather accents lying on a wooden surface.
Outside Insiders (OI) - "The Axis" Sling Bag (OiiO)

Featured Product

The Axis

$79.99

A dark gray fabric sling backpack with leather accents and brass hardware, featuring a front zippered pocket, a circular logo patch, and adjustable strap.

Our most versatile everyday carry. Compact, comfortable, and designed for quick access when you’re moving through the day.

-Easy-access storage without bulk

-Comfortable for all-day wear

-Clean design that works anywhere

A close-up of a dark gray fabric backpack with brown accents, a zipper, and a leather pull tab, placed on a wooden chair.
Featured
The Ashford Canvas Backpack
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The Ashford Canvas Backpack
$144.99

Workweek to weekend.

The Ashford keeps your laptop and tablet protected during the week, then gives you room to pack up and go. With a dedicated device pouch and a spacious main compartment, it is made for commutes, overnights, and weekends away.

  • Fits laptops up to 16 inches

  • Fits tablets and iPads up to 13 inches

  • Dedicated device pouch

  • Room for work gear and a weekend away

  • 100% cotton canvas

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Need more space?

The Ashford Backpack offers expanded capacity and structure for heavier carry.

Also includes a free essential.

Free Essentials Included

For a limited time, get a free “Nomad” Fanny Pack or “The Hydrate Pack” water bottle holder when you purchase select bags. No codes. Automatically included.

Outside Insiders Shop - The Hydrate Pack (OiiO)

  • Included with qualifying bags

  • Automatically added at checkout

  • While supplies last

Green tactical waist bag with multiple zippered compartments and a black circular patch
Outside Insiders (OI)- "The Nomad" Fanny Pack Navy(OIIO)
Tan-colored waist bag with multiple zippered compartments and a black circular patch.

Outside with the Insiders

Scenes from our February 26’ Punk Rock Flea Market @Ottobar (Baltimore, MD)

Display of small backpacks and shoulder bags with price tags, along with a listing board of backpack styles and prices at a retail store.
Display of various small backpacks and pouches hanging on a metal grid, with a handwritten sign showing price of 15 dollars.
A display of various small bags and bottles hanging on a black metal grid at a retail store. The bags are of different sizes and colors, with some labeled with prices. The background wall has numerous stickers and patches.
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BALTIMORE LOCALS

Earn by carrying what you already use

If you live in Baltimore and move through the city often, we’re piloting a commission-based Street Sales Ambassador program. Wear the bag, talk naturally when people ask, post short videos, and earn based on performance.

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Your essentials. Your rhythm. Your bag.