The primary leaderboard on Squadhelp tracks overall contest wins per month. To be featured in the leaderboard, you have to receive one of the highest number of overall contest wins within the platform.
Each month, 25 creatives are listed in that leaderboard. There are a few other leaderboards that track different monthly statistics, monthly account stats which you can also be on. You have to reach those high results as compared to the other creatives on the platform to be included in those lists as well.