First off, some Bowser basics:
Threads:
Grab Release in general:
http://www.smashboards.com/showthread.php?t=193617
Ground Release Chaingrab:
http://www.smashboards.com/showthread.php?t=193617&page=14
Bowser Frame Data:
http://www.smashboards.com/showthread.php?t=206219
The actual data:
Grab Release Data:
Jump Release:
Grab release fair
Ground Release:
Grab release regrab (small step chaingrab)
Grab release overb
Grab release downb
Grab release ftilt
Grab release dtilt
Grab release jab
Important things Frame-wise:
Jab: First hits on frame 6
F-tilt: First hits on frame 10
Fair: First hits on frame 8 – 10 at least
Up-B: First hits on frame 6
Invincible frames 1-5
This is just some of the basic Bowser stuff that should come in handy in this discussion.
The Match:
Alright, ROBs, if you want to win this match, camp, camp, and then camp some more. Bowser is powerless to stop you camping with your neutral B, his only option is to run in and attack you (probably with a rising fair, or jab/Ftilt), at which time you can just Dsmash/Sidestep ->Dsmash or whatever comes out faster than Bowser's attacks to knock Bowser away again. It's best to save your gyro for a bit and either (A) charge it then wait for the perfect opportunity, as any grounded Boswer will have their finger poised over the shield button, or (B) get some space, then shoot it weakly and pick it up again, ready to glide toss into Bowser, as Bowser can do very little in this situation, except get hit, shield and get grabbed, or dogde whatever the ROB did and get Dsmashed in the lag.
NEVER jump towards Bowser when he's on the ground he will either (A)Shield, then UpBOOS (One of, if not the best OOS option in the game), (B), shield, then grab you for a grab release chaingrab/Fair, (C) Ftilt/Jab you to the face, (D) use another, viable, but most likely less effective option (like Dtilt), (E) punish bad spacing with Fsmash (33% fresh, uncharged), or (F) screw up and get hit. This is why you don't approach Bowser, but instead let him
jump into the **** come to you.
NEVER relax against Bowser, he can deal huge amounts of damage in a short time, and even suicide on you fairly easily. Remember, Bowser is THE heaviest character in the game, can kill at low percents fairly easily, has quite a few tricks up his sleeve (like suiciding, and jab cancled Down B, which is guaranteed shield break if you don't powershield) and Bowser won't go down easily. Also remember never to let your shield get broken, a fresh, fully charged Fsmash will do 46%.
Stages:
ROB needs to spend his entire time camping, then maybe gimping if the opportunity arrise, but first priority when picking stage should always be camping, so stages like FD and Japes should come first on the counterpick list (take them before RC, Bowser has a alright set of aerials, can koopa hop everywhere, and the walk off lets Bowser chaingrab you off the stage easily, maybe as a second or third counterpick, but not first). Friggin Orphean isn't a bad stage either for counterpicking Bowser on, but think twice about Brinstar, as Bowser kills early there, and you can't camp very effectively. All up, Japes is probably the best choice, as it's a horrible Bowser stage, and a great ROB one, but FD is probably next in line.
Bowser will probably counterpick BF, Green Greens, or Yoshi's, as they discourage camping, and Bowser has a few tricks of BF, whilst Green Greens is a small stage, without much offstage to be gimped on, and Yoshi's just discourages camping, and the support platform might save him. Although Yoshi's isn't a great Bowser stage, it's probably better than other stages.
Out of the four starters, Yoshi's and BF are bad stages for ROB to play on, whilst FD and Smashville are good. I don't really care about Starte/Counter stages, as
my local tourney just has random with those four though, but it shouldn't be too hard to work out what's good and bad (Castle siege has walkoffs = Bowser Chaingrabs = Bad for ROB).
Overall:
Overall, Bowser can't handle camping, and as such, is mostly screwed, probably a 65 - 35 match, just remember, don't relax and let Bowser get you, or he's going to f*** s*** up.
Edits:
1. Added write up, read it, it's got all the basics of the match.
2. @Stingers135: Of course it's guaranteed! Didn't you wonder how(A) Bowser got to where he is on the tier list and (B) why Bowsers entire moveset isn't just listed then? Bowser can do some pretty cool s*** (see Wario in the Bowser Grab Release thread: infinite chaingrab and grab release Fsmash).