Sorry, i recently got a chance to look at your team stats.. I haven't seen your actual situation.
But now i understand you much better. I got it. You are focused to evolve chars to 5* . But your biggest problem is, lacking many talismans & and lacking right talisman builds for chars. For example; on your champion Corrupt General you have two health talismans - Overwhelming and Mystical. Which is not supportive with your char's skill actually. One give you attack and one give you mr and def. If you want to put a health talisman to a Magus char, go with Ward health talisman instead. But you don't need health talismans with General when you have 6 blue talismans. And there is also one Paladin Talisman hanging there 1 stars at 1/10. etc..
About the CR Eddie, you have 2 of them thats insane.. How lucky you are! But they will even hardly survive on Ailing Kingdom Madness, no talismans. It's no surprise that you lose many battles.
So,
You need to do some homework and learn more about the game basics. Then select your farming team and farm for right talismans & runes for them. In your situation this is more important than leveling up a char to 5*. It's no use to move a char to 5* if you don't have good talisman builds. Go for farming talismans and runes instead of try to level up your Eddie or PSS to 5*. You can also visit my team on Trooper screen and check my chars and how i build them with talismans, it may not be perfect but i did my best. I can easily farm all levels on autoplay including all Dungeon Level 10s - except Number of the beast stage.
Check those bread and butter guides to learn basics :
http://forum.ironmaidenlegacy.com/sh...zed-characters
http://forum.ironmaidenlegacy.com/sh...ustrated-Guide
http://forum.ironmaidenlegacy.com/sh...talisman+build