Wesleyan, unlike a lot of other little ivies, strives to recruit a well-rounded class, not necessarily a class of well-rounded individuals. There’s a difference. Bill Belichick is as unlikely to direct a Pulitzer Prize winning drama in his old age as Lin-Manuel Miranda would be to coach the New England Patriots, but, both managed to find their peep while at Wesleyan. OP needs to clear the air about some things. Do his parents make less than $60,000 a year? If so, he will likely NOT have to graduate from Wesleyan with any loans.
But, @MYOS1634 is also correct: if football is his only hook, the clock is ticking. He needs to contact the coaches NOW.