Your point was this (But do they have more draw for players already at, and key to Bournemouth, Brentford and Palace?) - Bissouma, Richarlison, Johnson, Solanke, Kudus, Maddison.I'm not saying it never happens. I'm saying a lot of players are very happy to stay where they are and hope for a move to one of Arsenal, City, Liverpool, United or Chelsea because CL football once every two or three seasons and a slightly improved chance at winning a cup isn't really enough to lure them over.
To look at your examples, firstly, they were signed two seasons apart, so it's hardly "plenty". Secondly, Solanke had already been at Chelsea and Liverpool, and Richarlison was never attracting interest (at least not serious) from any of those clubs, and was also signed from you while you were in your "desperately trying not to get relegated" phase. These weren't players really on the radar of any of the actual top sides.
I also think we're moving to an entirely different discussion about how Spurs operate. They could be more ambitious and take more risks with transfers, but they choose not to, presumably because the risks of it not paying off are them being hit with serious financial restraints and possible points deductions.
I think that's a pretty conclusive yes. All were key players for the clubs they left and of arguable similar level. Leicester admittedly had a catastrophic season to go down when they signed Maddison but that can happen to those types of clubs.
Again, the point is could they have signed better and more ready players than Gray/Bergvall/Odobert to take the step from 5th to CL football. I'd be surprised if many, if any, people would argue no.
He was shit at the end for Spurs but he can be shit and still be right about how Spurs will be stuck in this cycle until they change something as a club.
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