Aw Kelsey he is a sweet little Border Canary. Canaries don't usually whistle at this time of year. They usually start singing after moult usually starting around September. They are usually very particular about daylight hours. They need to follow the normal outside day/night cycle. If they are inside and it throws out their internal clock they can go into a semi permanent moult and not start whistling at all. This is vaguely what I remember from being in an all bird club and they were mostly Canary and Finch breeders. And I vaguely remember Dr Harry Cooper saying something about day/night cycle with someone's pet canary that had stopped whistling. I know that many show canary breeders have timer switches on the lights in their bird rooms to simulate an early spring and bring the canaries into moult early. They start extending the daylight hours around July, to try to get a jump on breeding season.