Winning has nothing to do with being good in Season 1 or the current League. Winning in Season 1 was a numbers game, not a skill game.
The winners of Season 1 didn’t “work for their win” they recruited their was to a win. Individually they aren’t more skilled than their opponents, they ounumbered their opponents. Dispel any illusion you have that winning the weekly PPT in WvW is primarily about anything other than coverage, skill is a small blip in what is ultimately decided by population and time zones. Once you’ve done that you might be open to the idea that rewarding anyone for the PPT of their server is unfair to people who’s only fault is to be on a less populated server. Individual rewards should be based on individual merit, not the server you transfer to. Anyone who completes the WvW meta should receive the same reward. Players on a T1 server who do the minimal amount of effort to complete the meta are no more deserving of rewards than players on a T2 or T5 server. To do it any other way rewards server selection and not WvW participation, skill or achievement.
The current League system isn’t any better. Implementing a system which can be easily manipulated to predict match ups and score outcomes is horribly flawed. JQ and TC might improve their individual placement at the end of the League but all three T1 servers lose when it comes to gameplay. I think a 2v1 is a fine thing to have in WvW but when it’s a League long prolonged effort to manipulate the score, it becomes unfun for JQ and TC who no longer have a challenging opponent and it’s unfun for BG who can’t possibly compete against two servers of similar strength to their own who are not fighting each other and primarily focusing BG. When the WvW team has designed a system that encourages this, they are designing a system which encourages or rewards players for making the game less competitive or fun. It’s even worse when you look at the position of SoS.
No system should encourage a server to “throw” a match or intentionally under-perform to manipulate their overall score and future match ups resulting in a higher final placement. The fact that the league’s scoring system allows and encoruages this is highly problematic. SoS simply shouldn’t have an incentive to throw a match to be rewarded with a higher placement.
Honestly I don’t think WvW should have real individual rewards for League/Season placement. It’s perfectly fine to give players a reward for completion of the meta achievement, but WvW isn’t a balanced competitive format and it never will be. The only rewards for placement in the league/season should be “prestige” and temporary finishers until the end of the next league/season. The current league system shouldn’t be used again due to how easy it is to manipulate outcomes (regardless of how players are rewarded) and T1 servers shouldn’t be in the same league as any other servers until the population gap is made smaller (if ever).