Originally posted by Ben Zwycky
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You could send out all new recruits on quests right away, but the attrition rate will be higher and that could lower the number of people willing to join you. Too many deaths might incur the wrath of local government. You could have certain members act as party leaders which serve as escorts for the first few quests. That could be a good option for the Level 7 characters until you are better established. That is, a level 7 leader accompanies a group of level 1 characters and only fights when things look bad. The tradeoff is that the level 7 would not be earning rewards appropriate to their ability. For that matter, you could do the reverse (e.g., send a level 5 along on a level 7 quest). It would look pretty similar to the cohort from leadership feat. It's more dangerous for the lower level character, and it's an extra concern for the quest completion, but the xp rewards would be higher.
No matter what, I think level 0's would need at least a month to become acquainted with their new class. In practice, they just wouldn't be available for questing until a month after their recruitment. It's up to you, though. It's your guild, and your choices will have impacts one way or another. You could live in a city that gets angry at you and mounts an attack, but you could succeed and basically own the city. They might sabotage you while you're gone, or they might not even care. You could try paying off the officials, though you'd get into alignment and deity issues. Knowing what to prioritize is one of the bigger issues in this game. You have limited knowledge on which to base your actions, and that won't change any time soon. You're supposed to take wrong turns; that's part of the adventure. Do what you think is best or makes the most sense in character and don't worry about it too much.
ETA:
I thought I'd point out that training for recruits could possibly involve community service of sorts. By that I mean unpaid labor cleaning out pests (which are generally low CR anyway). You could also negotiate with the city guard to train your recruits in exchange for letting recruits serve as guards in times of need.
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