****Update 4/18/14****:
The bag has developed a tear at the handle over the last three weeks (see picture). It's not really fixable; maybe it could be wrapped in electrical tape but that won't cut it for a work bag. I used the shoulder strap 98% of the time so there's no reason the handle should be tearing apart. Dropping to 3 stars.

First, the good stuff for this black Fearless Ful messenger. Fits my 17" HP laptop with plenty of room to spare, as well as three classes worth of textbooks. It has separate pockets for your laptop(s), tablets, textbooks, notebooks, files, hard drives, cameras, whatever you need to transport. There is a padded and Velcro'd compartment just for your tablet (I don't own one so can't testify to what types fit there). All in all, two padded compartments and then a third pocket with the padded tablet pouch that closes sturdily with a nifty-looking Velcro closre. The bottom -is- padded too, unlike some cheaper bags. The laptop pockets do not have any strap or Velcro to stop your machine from sliding, but they are not loose or anything. Still, Velcro or some internal straps would have been nice. But not a deal-breaker.

The bottom is rubberized (there are no feet, so it will tilt/fall). Note that this bag is TOUGH. The material is extremely heavy duty (it's a HEAVY bag, and large, but the strap is comfy) and the clips, while not metal, are heavy-duty plastic and seem very sturdy. The strap is very adjustable and fits me well at 6'3". There is an external water bottle holder which is nice; it expands when in use and then retracts back into a crease when not in use (say if you want to use this as your business bag and don't want mesh water bottle pockets hanging out)--you won't be able to stash your Camelpak bottle there though, you'd need a very small water bottle or a skinny thermos to use it because it is a TINY pouch. But it's there which is a plus, and in keeping with this bags universal appeal. Lastly, there's a strap on the back to sit the Fearless nicely on your rolling luggage.

The outside flap, as another reviewer noted, is a little superfluous. However, the metal toggle that holds it on looks neat and there are two nice zippered compartments behind it, for a phone, pens, flash drives, stuff like that. Last part of the good stuff--this bag is tough (emphasis on tough), super high quality and extremely well made. I have had it a month and can't imagine it breaking down in the next decade. Compared to bags at lower price points, the Fearless is MILES ahead in terms of quality and longevity. I shopped hundreds of bags looking for "the one" and this is the bag I settled on for school and road trips. Note that this bag looks awesome. The outside panel with its total saturation of pockets, looks great. People check it out all the time and comment on the neat appearance. You might not use all the pockets, but they are there if you need them and it looks cool.

The bad!! Only two real complaints, but one was enough to drop a full star from a product that I desperately wanted to enjoy fully. First, it's a BIG and HEAVY bag. It's bigger and heavier than my North Face Surge backpack (a big laptop backpack), only I have to carry this over one shoulder--it can bounce and be cumbersome when fully loaded. That's part of the deal--just be aware!

The part that made me drop a star was the interior pocket setup. Only a few of the interior pockets have zippers, Velcro, or any kind of closure. Nor are the pockets super tight. If you load this bag up with odds and ends and tip it, everything inside is going to slip out. In my North Face bag, nearly every pocket has some containment system in place. Maybe North Face spoiled me, but at this price point, better pocket closures isn't really too much to ask.

All in all, a great and well-made bag that I'm sure will be with me for years. Not a huge fan of the pocket design, but a few are zippered/Velcro'd so I'll stick to those for my needs. And there's no shortage of exterior pockets if it comes to that. I definitely recommend this bag, just make sure you check out the measurements and make sure a bag of this size is something you can handle! I'll update this review if anything changes with the bag.