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Upgrade path was tailor 1 > forge 1. Of course the guide above only covered the first 10 days and involved no main quest beyond siding with workers.  I had 5k gold by day 10 without selling any of my fish so wasn't worried about the bank at all.  After that point I would typically move fighter and worker up to medium to get the second quests asap but I mostly only care about the guild quests to get the classes from fighter and worker guild shops.  If you want to start the elections quickly I suggest moving workers and mages to medium on day 1 and be sure to abandon any unfinished quests on day 6.  If you have ongoing quests you won't get new ones for that guild when the new week comes.  As a variant you can run a fairy mage as your dungeon clearer.  In this case you don't need upgrades at all, just side with mages and equip the staff they give you. Once you get attendant, apprentice, and druid you should be able to finish trouble solving quests and clear bandit dens allowing you to finish all week one quests before week two.  For the mage support quest if your MC has the apprentice class you can bully the sister into just giving you the books.  I've done full story clears as well as full loan payment clears but I don't think I ever did elections before the second payment.  It isn't possible without moving to medium quests and that can be very rng dependent if you can't get a strong combat character up fast.