Deeney is a pretty good player. He's a physically imposing guy who can lead the line by himself. He's 25, so his best years probably aren't behind him, even if he doesn't have a lot of room to improve. He scored 19 goals in the Championship last year, just one fewer than more highly touted teammate Matej Vydra, who just went to West Brom. His cited price of £5m is inexpensive and his wages would be too. It's also unlikely that he would complain about backing up Roberto Soldado and not playing enough. These are the good things about Deeney.
And then there are the drawbacks. He spent time in prison last year after being convicted of affray. Basically, he got into a fight in public and kicked someone in the head. He was sentenced to 10 months in jail, but got out after three months because he was a first time offender who showed remorse for his actions. Last season was also his first and only truly spectacular year, though he had one other good year in the Championship and two in League One.
I'm definitely a bit torn about this. I think Deeney is more than good enough to be a solid Premier League starter or a backup for a top four side, but there's a chance he can't hack it. Also, he's a convicted criminal. I figure there will be a lot of 'DO NOT WANT' and '2/10' from the Spurs universe on this.