I'm still considering the idea that, like, while Spirit Dream Warrior seemed to be on friendly terms with the Green Wizards long after they imprisoned the Heart of the Forest…
He was actually playing the long game, training Huntress Wizard because he somehow knew that she will be the key for dismantling the current system of Green Wizardry and replacing it with a better, non-exploitation-based version of nature magic.
It's just that before I was still wondering 'how would Spirit Dream Warrior know that, like, any of this would happen?' Or, like, if he had Spirit Dream Future Vision Magic that allowed him to predict everything that would happen…. was this really the best case scanario? … But I think that last line from him in 'The Bear and the Rose' kinda gives me an answer I was much happier with.
Seeing an extreme example of X, teaches you how to do Y better, even when you're already kinda predisposed towards Y.
And just like Fionna learned from Huntress' 'awful example', Huntress had also learned a lot from the Green Wizards' 'awful example'. From mentoring the young Huntress, Spirit Dream Warrior could've noticed that despite her attempts to isolate herself and be as independent as possible, she still had some subconscious desire to connect and has perception of the links between living things and some sense of common decency against exploitation.
But his way of encouraging these traits in her was by sending her to the Green Wizards, hoping that seeing the damage caused by their secretive, exploitative isolation will teach her how to do the exact opposite. Which eventually, in some sort of way, would lead Huntress Wizard into dismantling the Green Wizards and reinventing a non-exploiting version of Nature Magic. Even if he maybe didn't know that this is exactly how it'll go.
And maybe even just having them around is still encouraging Huntress Wizard to develop a more and more communal, universally-connected mindset.
And also, like, the Spirit Dream Warrior was basically Huntress' main mentor figure since her parents died. This might've been both a Long Game to undo the mistake of eons ago when he led the three bandits to the Heart, but also his roundabout Mysterious Mentor Long Game way to try and teach his ward about the importance of connections. By, again, leading her to hang out with the magical order which has caused so much damage by their lack of understanding of connection.