While I can’t say for certain, I don’t think it is guaranteed…and looking at the timeline wording of “for best consideration” leads me to believe I may be right that there is limited space, so first-come, first-serve kinda thing?
http://oes.umd.edu/freshmen-connection/calendar
Unfortunately, that specific question is not on the FAQ page…http://oes.umd.edu/freshmen-connection/faq