Been thinking about this project a lot and I have a bit to say regarding certain rules.
Why just a Hall of Fame for the top 100?
Don't get me wrong I'm not against the idea as it encourages the use of dark horses higher in the ladder but I think the dark horse project shouldn't be so demanding of a user. It is pretty certain most players will not update their posts with experiences unless they consider the challenge over therefore by making achievement only top 100 on the ladder you make it the standard for when a challenge is considered over and a person can post their experiences. A dark horse ladder run should have a ranking system (points assigned to each rank) with a definitive start and end point having the lowest ranking being achievable to most players, this way a player can feel encouraged to post their experiences post dark horse project while getting some recognition for participating in the project with the project resetting every month with new usage stats. Some ways of doing this would be with ELO setting rankings (1600-1650 for lowest rank seems fair while the highest rank being around the top 100 on the ladder). My personal preference is actually for Ashley11's system in the little cup dark horse project: achieving a certain GXE within a certain number of matches as not only is this easy to tell but it keeps each challenge relatively quick with many "end points". While the current # on the LCDHP is 25 matches since lower OU is filled with more derps it is reasonable to adjust the GXE standard and the number of matches for OU. Also by setting the standards lower it would be easier to implement my next suggestion.
Why is the minimum only 1 Dark Horse?
This one is more opinion but I feel that only using 1 dark horse is not in the spirit of the project as your dark horse is much more likely to get overshadowed by the regular OU Mons on your team. With 2 dark horses a team actually has to have synergy and has to use the dark horses to fulfill vital roles on a team. For instance a team using HO and one dark horse can use bisharp, deoxys, thundurus, Balloon Aegislash and a hazard remover then just throw in a dark horse with some decent synergy. The team doesn't play any different from normal HO as all the roles needed can be preformed by OU mons and the dark horse doesn't need to fulfill a role. With 2 dark horses at least one dark horse must fulfill a role nessacary to the teams play style and find a niche usually reserved for a regular OU mon which is what the dark horse project is all about.
Sorry if this sounds overly critical, but I love this project and would hate to have it not function as intended.
TL;DR: The achievement in the dark horse project should be easier as the current ones intimidate new users and don't have a definitive end. The minimum for dark horses should be 2 as it ensures that the dark horses perform a real role on the team as 5 OU mons can cover all roles a team needs making your dark horses less important.
I think you have a valid point with having a more accessible hall of fame, to encourage more users to post about their dark horse. I also think people need to talk about why people are choosing their dark horses, what kind of teams they're in, and whether they're the star of the show or the supporters, all in their registration post. I'll update the OP with both changes. I think we should encourage multiple dark horses, but honestly I'm happy if even one is used, and as you can see, many people are being adventurous and chosing multiple dark horses. Thanks for your suggestions.
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