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I really appreciate all the responses here!
I think it’s a bit like going from 8th grade to high school. We were comfortable in our community, knew where we stood, but were at a point where it was time to move on. We found ourselves in a good place to grow, but still unsettled and disoriented.
I went through a “giving it all up” phase but have slowly teased out where I draw the line on artsy things. I just keep reminding myself, I do what I do for Hashem, and for my kids’ chinuch. That we can give our children the Torah education we were not privileged to have is a huge reward in itself.