yea, I didn't really delve into the specifics of that. They award 30, but obv not everyone they give it to goes to penn. If you tell them "I'd love to go here, but I got into these 3" and you have no scholarship offer, you're at the top of the list to receive an offer once someone else chooses elsewhere. From my contacts in Penn, it has worked out such that everyone at penn that was cross admit that didn't initially receive a scholarship but was cross admit received full tuition soon after disclosing. Of course, it could just be that only those who got the offer chose to go, so they're not aware of those who didn't but my friends on student adcom seem to think it's not that. If you don't believe it, that's completely fine, but if you're cross admit hit up the financial aid committee and let us know how it goes!
I'm also not sure if penn only ends up awarding 30 full tuitions a year, or if that's just the number of Twenty-First Century Scholars. It's possible that given how much matching they do, students are later on given full or near full tuition but idk if "matched" aid puts you in that scholarship program.
Perhaps this could answer that question. Is the person you mentioned a Twenty-First Century Scholar after requesting an aid match? Thank You so much for that detail!