The 23-year-old is now succeeding in Belgium but admits it was easy to get 'lost' at a big club like Spurs.
The north London side were a big draw for him, as it is a 'dream' to play for any Premier League side for young players like him.
Bostock's confidence became drained through a large pool of competition at White Hart Lane. He says he never got the opportunity he knew he needed, although that must of course be taken with a pinch of salt.
The likes of Mario Balotelli and Fabio Borini constantly use their agents to discuss their lack of opportunities. They conveniently forget to mention the numerous opportunities they were previously given - and blew.
Perhaps Bostock was simply never good enough for Tottenham.
He did have one good memory, though, in the shape of his treatment by current Aston Villa boss Sherwood, who he says was 'good' to him.
Indeed, he told the SLP: "My confidence probably just went from not getting the opportunity I knew I needed at Spurs.
"The managers changed a lot and the director of football changed from the one who brought me in. You get lost in the crowd. I worked with Tim Sherwood and he was good to me.
"Every young Belgian player wants to play in England - they dream of it because it is the best place in the world to play."
Former Tottenham coach Sherwood recently appointed Ray Wilkins as his assistant at Aston Villa.