Goodwill:
Goodwill would probably try to set it up in advance, rather than drop by unannounced. (In fact, he's probably done this sort of thing with other schools in the past... because he's freaking Goodwill, and he does that shit.)
Goodwill rolled 10 using 2d6+2 ((6,2)).
Finally, a Charming roll that WORKS.
The school's principal is charmed by Goodwill's call, and thus is very interested in having Goodwill drop by (with or without Scraps, but he would be welcome "as long as he's properly housebroken").
It turns out that Washington Irving High School is, these days, a sort of technical high school-- it's for young women only, it turns out, and specializes in preparing them for the job market-- typing, bookkeeping, stenography, office management, bookbinding, commercial filing, printing, journalism, and especially nursing.
All Goodwill has to do now is show up...