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Letting the timer go after the loan has been resolved is okay .  Getting the Notice Board missions done is far more important when you want to stop the loan  officers from dinging your bank account.

(And yes, you only have to get 3  of the 4 guilds done to stop  the loan but there' s a hidden bonus +5 stat necklace if you get the approval of all four.)

Oh, neat. I assume that's skipped if you go with advanced start?

If the advanced start doesn't give you the necklace, well, I don't know of any way other way to get it than by getting 4/3 on the part you just skipped.

I  suspect that it's lost.