My dad loves his Filson, it’s canvas with leather straps, large enough for thick books and his laptop. Made in the US (which honestly meh) and I think it’s got a good look on it

I used to work at Cabelas, the redhead is similar to carhartt, it’ll last but the colors do fade. I quit a few months after it was acquired by bass pro and everything that wasn’t workwear went downhill. The denim isn’t nearly as good. But trust me, if you can find old stuff it’ll last for life. Don’t recommend giving anything bass pro your business, Cabelas went from a great company to work for- fair labor, good discount, private company and great incentives to absolute trash. They may have been wearing camo 3 piece suits (not joking, the owners were very present in all on boarding videos wearing full camouflage suits and ties) but they actually cared. They were the type of republicans that practiced what they preached, looked after company and employees.