"What about the "Attendant" class? "
Never used them for now because other classes gives much needed stats.
If you want to heal with a mage/healer you need high wits, a staff is accessory and more suited for magical attack.
If you have troubles with Med quests simply stick with the Easy ones, it requires way less and more common things..
"Servants---Actually, that's not true. "
You're wrong, it has been changed in this version, in my save you can see that I don't have 500 rep with them but I already have a guild supporting me. So Yeah only 2 guilds to please.
"QuestS R a *HUGE HUGE HUGE* part of what makes "Loan Quest" so difficult (so if there's an easier legit way 4 when there's *BAD LUCK* I wanna know about it! LOL) [Fighting/DRs don't help much if at all here]"
As I said stick with the easy ones, it's enough to attain the 500 REP with those alone.
"The other Guy can keep his Crazy Ways-----I'm going w my XP + your Advice: (Upgrading GOOD) "
I hope you are not referring to me? I made a full detailed run with saves at disposal to prove what I said is true, I even made it harder for me and I was still able to proceed to the elections easily. You have all the keys to have successful runs now.