After Vince McMahon redefined and reinvigorated the role, there have been a TON of authority figures on WWE television.
Way, way too many. Wikipedia has a full list if you're interested, but there are so many after Vince got going that for those who came after him, I'll go over who was most memorable for both the right and wrong reasons.
WWF Commissioner Mick Foley: While he's pretty insufferable nowadays, Mick Foley was still awesome in 2000 when he was named WWF Commissioner a few months after being retired by future COO Triple H.
The roster was loaded, he had great chemistry with the wrestlers (especially Edge, Christian and Kurt Angle), and generally did a fine job. He was legitimately funny and did a good job coming off as impartial as a babyface commissioner could be.
He was fired at the end of the year but briefly returned to the role in Fall 2001 in a run that culminated in a bizarre shoot-ish promo followed by a weird send-off on Vince McMahon's jet.
WWF Goodwill Ambassador/WWF & Alliance Commissioner/Raw General Manager William Regal:
While Vince McMahon thinks Regal is a terrible wrestler because he dislikes the British style (really), he does love his promos, and thus, Regal got two fine runs in authority figure roles in the last decade.
The first run was the best, as he was accompanied by the debuting Tajiri as his houseboy. They had tremendous chemistry together and their segments were the highlights of many shows.
WWF Co-Owner/Raw Owner Ric Flair:
Ric Flair returned to the WWF in his hometown of Charlotte, N.C., the night after Survivor Series 2001, where the WCW/ECW Alliance led by Paul Heyman & the brother-sister combo of Shane & Stephanie McMahon was killed off in the main event.
With the story being that the McMahon children bought WCW & ECW with money gained by selling their WWF stock to a consortium headed by Flair, they started with a clever angle that made sense.
Fresh in his new environment, Flair was on top of his game and did a great job. He feuded with Vince to the point where Raw and Smackdown were split and was in charge of Raw until he turned heel for some stupid reason.
Then Vince turned face and won back Raw after a last-minute rewrite of the show where Steve Austin walked out because they tried to punish him for trash-talking the creative team. Oh well.
This led to the era of the general managers, the best of which is/was:
Smackdown/ECW General Manager Teddy Long:
It's pretty amazing to think that with all of the changes on Raw and in general, Long has been Smackdown GM for over seven years. He'd have a sabbatical or a demotion here and there, but he's generally been the go-to guy.
He's always been a solid performer, doing a good job even with bad material like his weird heel turn. Right now he's superfluous enough that he could be used better, maybe managing a wrestler again, but he's a consistently strong performer who deserves the job security he's had for the better part of a decade.
Lieutenant Commissioner/Commissioner Debra:
I remember literally nothing about this but can be sure it was incredibly awful.
Raw General Manager Mike Adamle:
When WWE signed the former NFL player turned sports anchor and original American Gladiators host, many fans rejoiced. Those who remembered American Gladiators fondly felt he'd be a good fit in WWE, certainly much better than most of the announcers that had been hired outside wrestling.
Chicago residents knew better: He was great on American Gladiators because it was pre-taped. On live broadcasts, he was a gaffe-prone disaster.
This quickly proved to be the case in WWE, where he made his first impression by referring to Jeff Hardy as "Jeff Harvey." The goal had been to make him the voice of WWE on Raw, but he was stationed on ECW to learn how to call a wrestling show.
He continued to make mistakes to the point that his error-prone announcing was turned into a gimmick.
Since Adamle had to be lured him from nice gig in Chicago, he was being paid very well, and in WWE's eyes, wasn't earning it as host of the C-show. Thus, he was made Raw General Manager. The role allowed him to read a script ("his notepad"), but he still made mistakes. He "resigned" after three months of an uncomfortable heel run and left WWE.
Not long after he left WWE, Adamle revealed in a newspaper article that his history of gaffes was brought on by a seizure disorder caused by head trauma from his NFL days. Oops.
Network Representative Palmer Canon:
This one needs some context. In 2005, relations between WWE and Smackdown's U.S. broadcast network UPN were getting hostile. Raw was leaving sister cable network Spike TV to go back to its original home on the USA Network as part of a big deal with NBC Universal.
Possibly in response, Smackdown was moved from Thursday nights (the best night for TV viewership) to Friday nights (the second-worst). UPN also started to get more controlling in terms of content.
Cue the debut of Network Representative Palmer Cannon, a TV executive played by developmental wrestler Brian Black. He would constantly come up with terrible ideas that Teddy Long would hate.
Most memorably, he brought in The Boogeyman (said to be a network-contracted actor who went insane during production of his show) and introduced The Juniors Division, which featured a midget wrestlers from the U.S. and Mexico doing really bad comedy.
Black did a decent job, but the gimmick was terrible. He ended up quitting in the middle of a European tour when John Bradshaw Layfield was constantly hazing him.
Not Necessarily Good or Anything Like That But Effective In Small Doses:
WWE CEO Linda McMahon:
She couldn't act to save her life, but used sparingly and only for major announcements, she was useful. After a while, it became clear that when she came out suddenly to the old Wrestlemania theme song, it was a big deal and something major was about to be announced. Like with Tunney, her not being polished helped her in those appearances.
Smackdown General Manager Stephanie McMahon:
Paul Heyman did the impossible when he was head writer of Smackdown: He made Stephanie McMahon somewhat likable. She wouldn't cut long promos, she would just appear in short segments where she made good matches and talked about how Smackdown was about competition and yada yada. It was the most effective use of her as a character to date.
The Anonymous Raw General Manager:
After the initial teases using the catchphrases of absent wrestlers, they ran this gimmick into the ground. Not only was it annoying, but whoever the GM was, (s)he never acted in any sort of consistent manner. When it seemed like they were going to blow off the gimmick by revealing that Official Spokesman Michael Cole was the GM all along, they didn't.
So, why is the anonymous GM here and not under "the bad"? That's because the segment where Edge confronted....it...was hilarious.
Instead of Cole reading emails, the laptop computer representing spoke in an old-fashioned "COM-PU-TOR" voice like the one in "Wargames" (the movie, I don't think the wrestling match had a special computer).
Edge attacked the scared computer and it was fantastic.