how insanely worthless is the SPL that a team can go into administration and remain COMFORTABLY in second place 
I don't think it's worthless at all there've been numerous players (not even the best in SPL terms) who've made the switch south and had considerable success i.e. Fletcher of Wolves, Charlie Adam, Barry Robson, Stilian Petrov
Robbie Keane was a relative flop in Scotland and hit what two or three upon his brief return from the US to the EPL? Even Roy, perhaps the best example of a midfield General and still in some form, was an insignificance at Celtic.
It's two different breeds of football; SPL players can fail down south ala Daniel Cousins, Shaun Maloney and vice versa Juninho, Aliadierre, Henri Camara
Aiden McGeady is at the minute one of the most formidable assets in Russian football. Beram Kayal, Emilio Izzaguire, Gary Hooper, Steve Davis and Bougherra would all make it in the EPL, have you even seen these players play are or you drawing your conclusions on the word of others?
And of course also both Celtic and Rangers have been in the last 16 and QFs of Champions League football, have City, with their millions?