From worst to best:
15th - Eddie - only because he didn't really play Big Brother as we know it and won a popularity contest tbh
14th - Jun - definition of floated before the term was even invented. Her winning would be like Victoria winning this season.
13th - Lisa - once described her BB win as "riding coattails", which by all means is a very smart strategy to win $500,000 but definitely one of the weakest game plays for a winner
12th - Jordan - America's Sweetheart & one of the most popular players in BB history but definitely not one of the best. Sure, she won some comps at the end when she needed but in reality she hid behind bid threats like Jeff and Russel in her winning season
11th - Ian - For a BB superfan, he sure did play a cowards game. He used the coaches twist to throw the targets towards Boogie and Dan the entire season and wouldn't have gone as far as he did without Dan carrying him. He also robbed Dan of a win because of a bitter jury
10th - Maggie - This season was a simple team vs. team battle. There was no playing of both sides and the lines were drawn from like week 2. She simply was the last person standing because her team held on to power enough to get the majority. Plus, the Nerd Herd sucks
9th - Adam - Season 9 was a mess and so is Adam and honestly I can't even recall a big move he ever made. And I hate season 9 so I dont even care to go back and find one.
8th - Rachel - the only reason she ranks this low on the winner's list is because there were some questionable game twists that helped Rachel progress to the end. The Pandora's box bringing back the duo twist partnered with the first ever (and only) "Endurance POV" was enough to water down her win imo
7th - Hayden - Hayden played a good game but gets slack for it being "boring". Imo Hayden joined a strong, smart alliance in week 1 and they were able to pick everyone off and cruise to the finals. The winners who I ranked above Hayden simply played better games and made better moves for the situations they were in
6th - Andy - Andy gets a lot of crap from fans for being a "rat" but Andy plays the game that almost every single frookies winner plays: playing both sides so well that they take each other out and he sits in the middle with no blood on his hands. It's a good strategy and Andy is one of the most underrated winners imo (probably because his personality and lisp suck)
5th - Drew - Drew played a similar game to Andy, except that in the beginning Drew was in an alliance that became heavily targeted. He used his relationship with Diane to swing himself into the majority's good graces and was one of the strongest competitors in the house.
4th - Dick - Dick played a one-of-a-kind game that was never seen before. He verbally assaulted almost every single houseguest and was one of the most controversial players of all time. It was almost shocking that the jury was able to look past this and not be bitter and award him for his great gameplay. Dick, unlike most winners, wasn't one to lay low for the first for weeks as most do. He came in like straight fire from day 1 and somehow got himself to the end. People also discredit him saying that America's eviction vote kept him in the game, but that was the twist for that season and being in good grace's with America's Player was critical for any houseguest
3rd - Boogie - Boogie was the winner of the only All Stars season to date. He beat the best of the best. People may always say that Boogie wouldn't have gone as far without Will, but I think both of them needed each other in that game. Will wouldn't have gone as far without Boogie being the one to win their alliance competitions.
2nd - Dan - Dan is one of the BB legends. The only thing negative I can say about his winning season (in which he played a perfect game) is that the casting of older houseguests kind of made it easier for a smart, young, good looking guy to play them all. Also, the fact that he was able to win after the entire Jesse-eviction blowup is very impressive
1st - Will - The legendary Dr. Will. Will, imo, will always top Dan as the best player in BB history because Will won a season with no power of veto. He was basically nominated week after week after week and somehow played every single houseguest to vote him to stay. Its something that could never be done again
He's playing a good game. He took control of the house
If any of y'all were in that house he's the position you would wanna be in, and come to the finale you'd all be writing in the Stars Poll box about how you ran shit and had your flock of sheep
Also if any of y'all were in that house you'd either be one of his sheep or too scared to do anything about it.