Jack Pitt Brooke may an interesting point in the Indy football podcast - Spurs haven't signed anyone who goes straight into their first team since they signed Dele Alli 3 years ago (and you could argue he wasn't brought in as a guy who was going straight into the XI at first). Everyone they've signed since has been a bench player at best. Now that they have ambitions of winning things, they're unlikely to be able to use their strong arm tactics on transfer fees when they're the ones trying to buy the better players, especially when they consistently leave it so late in the window to do business. They're never going to get a really good starting XI player on deadline day without paying money they're not comfortable with. Personally, I think this season's huge for them. They have to get CL football this year and get close to challenging for the league, otherwise players like Eriksen, Kane, Alli, Lloris et al are likely to start thinking "if not now, then when are we ever going to win anything"