I picked up the Jumbo LEO because I wanted a little bit more room than the Fatboy and also didn't need the water bottle slot of the regular Jumbo. The Fatboy is not a big bag and that's the main reason I picked up the Jumbo I had to know if it was worth it.
The Jumbo material is Maxpedition's lighter version not the crazy, stiff rugged material used in the Fatboy. So, while lighter, it's still more rugged than any other bag I own except the Fatboy. So, I'm spoiled and I now I prefer the thicker material.
I also prefer the following on the Fatboy if this helps you with your decision:
Drawstring closure. At first it annoyed me on the Fatboy, then I see what it's like without it on the Jumbo. I'd rather have it for keeping my stuff in and other stuff like sand, liquid, etc out.
Better organization all around really: maybe it's just that the stiffer material makes the organization slots more reliable;
Pen holders on the strap are simple but fantastic; and, not on the Jumbo.
Strap mini pocket holds a flashlight or multi tool better you don't feel like it would ever fall out of the Fatboy.
Back pocket is big enough for mobile or water bottle although not designed for either necessarily but it works.
Much more streamlined feel when you're wearing it that's most likely because it's a little smaller but also because the material is much stiffer.
So, they're both 5-star, excellent products and you can't go wrong. But, for my needs, I ended up passing on the Jumbo and opting for the smaller bag. As a side note, the Fatboy is absolutely the smallest I could imagine putting up with. If it were any smaller, I'd pass on it just big enough.
Buy Maxpedition Jumbo L.E.O. Versipack Now
This bag is just as advertised. It the perfect size for day outings, including my trips to the Gun shows. Carrys water, snacks, ccw, magazines, pencil, pad and notebook. Very well made.Read Best Reviews of Maxpedition Jumbo L.E.O. Versipack Here
Got it in black to help hide the zippered compartments. It has a few mods from the regular jumbo bag. The bag is more suited for LEO and those who carry. The only gripes about the changes are the absence of the collar in the main compartment,contents can slip out the top as the cover leaves a gaping hole. I have a remedy for this using four snaps and a stuff bag which snaps into the main opening and is held in place by the four snaps. Then use the installed stuff sack as usual, this would give me that option of removing the stuff bag when security is not needed. Gave it four stars because of this.. other then that the waist belt is there in place of belt loops. Still a great bag that is versatile and easy to carry.. Update: I found a mesh bag with draw string closure that looked made to order. I fastened it with a brass screw post and washer to the drain hole in the bag. Works great and inner mesh bag can be deployed as needed..I watched a lot of reviews of this product on youtube. Most of the videos were focused upon the regular Versipack. I purchased the LEO because it fits my needs much better. The construction of the bag is outstanding. The product is made of a good nylon. Most stitching is consistent and double stitched in places. Buckles are solid and will last for a long time. There is molle webbing on the back part of the sling and padding to the body side of the bag. The pockets are deep and are versatile for many different products that you may want to carry. The top pocket will hold a regular pair of glasses in a hard case perfectly. The magazines from my 1911 fit perfectly in the magazine straps in the front internal pocket. All around a good durable and tremendously useful bag. Whether you want a good camera bag, EDC, man bag, range bag or hiking bag, this product will fit your needs.

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