One for the older eens; 57Vintage or Donsdaft for example

Listening to Off The Ball today and Cosgrove was waxing lyrical about the mercurial winger, and how he went from Dundee to Chelsea.

I always thought that he went from us to London but on investigation, he went from us to Dundee before his bigger move south. How was that allowed to happen; manager didn’t rate him? Or were Dundee looked at as a bigger club than us in the early 60s?