Seems like he's a bit bitter that he didn't get a chance. He probably was putting in a lot of effort but he doesn't have anywhere near the quality to be a first team player. Unrealistic of him to expect himself to be one at Spurs.
Best of luck to him, hope his career develops at York and beyond.
Ultimately, I'm not surprised he didn't make the grade, nor that he has had to go to League two despite loans at higher teams. I think he needs develop his game quite a bit - seemed a fairly pacey, fairly tricky winger, his mental skills are probably a bit higher than average but he needs to cultivate his game craft and develop physically and he will only really get that with consistent first team football.