REMINGTON VS MOSSBERG
An 870 Wingmaster vs a MB 500, the Rem all day long.
A 590 vs any Rem other than a Wingmaster, the 590 all day.
A Wingmaster vs a 590 is a much closer/personal choice. Both are fine guns for their intended purposes. Some prefer the tang safety on the MB (southpaws come to mind), 8+1 capacity of 2 3/4 or 3" rounds, the position of the slide release, a bayonet lug if that is your thang, more options of finishes/ bbl.'s/stocks & after market stuff, the loading ramp which is out of the way on the MB which "may" speed up loading, are features that may sway some buyers. The quality of materials, looks, class, history/track record, fit/finish/durability I would give hands down to the Wingmaster. I just bought a used 590, from a retail/pawn, which I always recommend against. Had their been a Wingmaster of similar style/price, I could have easily gone that way & been just as happy. The MB is certainly not a wish list or bragging rights shotgun, but will do everything I need just fine. All the tactikewl add ons like side saddles, adjustable pistol grip, or pistol/ grip stocks etc etc, may be fine, but if you need time & tools to remove them before you can field strip the shotgun for cleaning, is more trouble than worth IMO.