Yale has lots of academic support, not an issue for a kid who can recognize her or his needs. Many top colleges actually track kids they feel need this. It works. But the key is a kid who can “self advocate.” It’s a particular trait looked for, knowing when to seek that help, whether from a teacher, admin, or support center, the willingness to take the guidance. This isn’t something you state directly. It can show, sometimes via LoRs or the GC letter, and the attitude you convey.
OP, my concern is the charity group is about children needing homework help. I understand your hs limits you. But somehow, through all of the challenges, it’s good to show how you pressed limits. Not only operated within them. Think about that. It’s good the HRC work includes the public. You may want to play up that part, what your group does.
As for the college cost issue and loans, standard advce is not to take more than the fed student loan max, 27k over 4 years.
Be sure you’re looking deeply at what Yale looks for. Leadership qualities, not just titles. See what you can show.
I don’t mean to discourage you. But imo, kids need to get to the thinking level about how they match, not just what they want. You’re getting there. 