FormerlyHemlock
Hero
Reviewing multi-classing, say Cleric 1 / Wizard X, is there a best time to take the Cleric level?
Depends on your role in the party. If your take Cleric 1, you get more weapon proficiencies (not that you probably care), 1 more HP, and Cha save instead of Int... negligible benefit, so chose your core class based on which saving throw you prefer (i.e. how afraid you are of mind flayers, Phantasmal Force, and Feeblemind vs. Bane, Forcecage, and Banishment).
If you do take Wizard as primary, how soon you take cleric is going to be based on party considerations. In a test party that I rolled up recently for stress-testing encounters, there's a Life Cleric 1/Illusionist X, and I'm planning on having him multiclass to cleric at level 2 so he can be a secondary tank and one of the party healers/Blessers. But in a party that had plenty of tanks already, and didn't have a Sharpshooter, Bless and heavy armor would be less important, so maybe I'd shoot for 5th level before multiclassing because Fireball.