How do you know when to let go?

well nw I'm learning tht maybe giving time is the best so he cn sort out his feelings bt you shud try tellin him hw you feel nd then give him tme..nd i kn exactly hw you feel bout the friendship thngy..they are going to b closed off bt him as an important person in ur life he shud kn tht to let you in nd make it comfortble for you instead of you looking like an idiot nd an outsider..ive ben there...jst give time you cn still hv feelings nd it hurts bt wat I always say is if you want somethin go after it nd dnt stop til you reach ur goal