Hi Jen,
Sounds like you have a couple of good options! I know this is going to be a tough decision. But, I had one question: what does each of the choices look like long-term? I'm thinking in terms of stability, in case the situation is a good fit. Is the Montessori program K-6 program and then you would need to find something else? Does the small private school go all the way through high school? I've personally changed my kids' schooling situations many times, but I like the idea of stability when you can find it, so I was just curious if this could impact your decision.