Welcome. No such thing as a stupid question
Suppose it depends how much gear you want to carry & exactly what the gear is. (Laptop?) Also consider getting something just a touch
bigger than you reckon you need now, coz if you add to your gear later you may need to buy again.
I have the Lowepro 302 sligshot & find it comfortable. It carries a decent amount of gear, is easy to get into & is quite well padded. http://products.lowepro.com/product/Sli ... 2193,4.htm
You might prefer a `shoulder` type bag , or even a larger backpack?
btw,He who dies with the most toys, WINS!Nikon D800E & D700 bodies + Nikon 200-400mm F4 VR1, 50mm F1.4G, 16-35mm f/4G VR, 105 F2.8 VR macro, 70-300mm lenses. A couple of filters, Giotto tripod & ballhead. Lowepro Slingshot 302 AW