I'm not against it, but 5 seems a bit excessive. Again, I get that it's just for fun, but what exactly does Twig hope to get from these things? Servants? Friends? People to watch his house while he's gone?

You're spending a great deal of money, something that Pathfinder as a system expects for you to spend on your character to make them more potent mechanically, on something entirely fluff based.

If you want to just say they're his friends, then you don't need to spend resources on that. Once we're in-game, sure, but it's not like one day someone just handed him a giant bag of money and went 'here you go.' If these leshy aren't his personal property, then they wouldn't really be counted against the 33k gold that's meant to represent the amount of random, powerful magical items a character should have by 8th level.