I don't have experience with making these bit images but I'd be willing to give it an honest try
If you're willing to handle the code I don't see why the visuals should stop us, someone (me or others) will be able to make some cool sprites
Cool, go try it!
Actually, Heapons Guy is also trying to making a sample trophy to use.
I suggest you to compete him for making award trophies for season 1 winners, or trophy that can used for other rewards.
For making trophies, check the rank page to get an sample images of trophies, there's 4 of them currently.
http://gg2statsapp.appspot.com/rank

^ Here's sample "Beta Gang" trophy.
The rule for making another trophy is simple.
You have to make 2 images, one for website, the other for in-game(for gg2i itemserver)
For website image, make it 36*26 sized to be look good on my website.
For itemserver image, make it 64*64 sized.
(website version)
(in-game version)
Basically same image, but you can add whatever decorations for in-game version. That's why I made it bigger.
If you're interested, you can upload the 1 sample trophy image on here, to see whether I can use it.
Award trophies I'm thinking of(it can be modified):
Best point gatherers(1,2,3)
Best healer(who has most healing stat in season 1)
Best stabber(who has most stab stat in season 1)
Best playtime(who has most playtime stat in season 1)
Best playcount(who has most playcount stat in season 1)
Best winrate(who has most winrate in season 1)
Best kda(who has most kda stat in season 1)
Best kda, for each classes
Hey, thank you for writing out the specs behind the trophy images, I will try to see if I can come up with anything but I'm pretty busy these days
Particularly, I was most interested in creating more constant competition for points, where I see you already have a nice system for 1,2,3rd place
I guess what I would suggest is making seasons shorter, like a new season each month, and then if anyone places the same spot for more than one season (say, someone was #1 for seasons n and n+1), then they would have two of the trophies show up in their awards, ideally with the hover over text describing which season the award was won for (and perhaps how many points the person scored)
I think that in particular would create more incentive to compete than just the global leaderboard, where people on the front page have generally just been using the plugin longest