Pragmatic Madrid side is getting over it and keeping a cool head (9)
I believe the answer is:
realistic
'pragmatic' is the definition.
(similar in meaning)
'is getting over it and keeping a cool head' is the wordplay.
'getting over' says the letters should be written in reverse (flipped over).
'and' says to put letters next to each other.
'keeping' becomes 'real' (I can't justify this - if you can you should believe this answer much more).
'head' says to take the initial letters.
The initial letter of 'cool' is 'c'.
'it' backwards is 'ti'.
'is'+'ti'='isti'
'isti' put after 'real' is 'realisti'.
'realisti'+'c'='REALISTIC'
'madrid side' is the link.
This may not be right. Some or all of it may belong to another bit of the clue.
Can you help me to learn more?
(Other definitions for realistic that I've seen before include "Without illusions, dealing in facts" , "Faithful" , "Practicable" , "Level-headed" , "Down-to-earth" .)