Balbes
Instigator
I have thought about it before.Seriously, I think that making the challenger level a pre-requisite for eptathlete awards is the only way to make that option attractive.
In GOTMs, players occasionally get fastest-finish awards 'for free' when no other player goes for that victory condition. This problem will probably stay as long as low participation remains an issue. Now with two players of similar skill, one playing the Contender save and the other playing the Challenger save, the Challenger handicap is so significant as to almost guarantee a faster finish for the first player. So 'free wins' will be just about the only way you can get an award on Challenger. If a strong player happens not to be aiming for the eptathlon at the time and picks Contender, you're toast; if no strong players choose Contender and your victory condition, you get a free win. It depends very much on luck and very little on your actual skill.
The proposal would only be viable if we had enough people competing that several would choose Challenger in each VC, every GOTM.
But of course the Challenger-Contender relationship would then become exactly the same as the current Contender-Adventurer relationship (you want to win something, you play Contender, you want an easier game, you play Adventurer), stripping a third difficulty level of any purpose.
Have you checked out the Global Rankings system? That rewards frequent submissions.
Many players do not care about the global rankings. Something that readily hepls you in-game would be a much better incentive. Like an extra scout at start, or minus 4 turns from your finish date.