@traderjoeseltzer - Hi! I don’t want to put your hopes down (especially with covid-19, as there may be more waitlist movement) but both Hotchkiss and Deerfield are fully enrolled as of now. Not sure about Loomis.
About transferring out, this could be quite difficult because you will have only had one term at your new school, making your activities and recs less than ideal. However, it is possible; in another thread, someone mentioned a student who moved from SPS to Groton.
From what I can gather, you are attending Westminster in CT, which is still a great, top 100 boarding school. At that level, they are all elite and offer endless opportunities. Even if you don’t get off a waitlist and don’t reapply, you will have a place to thrive and make the most of… plus, everyone, no matter which boarding school, gets the reset button in 4 years time for college.