... crazy ideas about going on vacation -- managed to get upgrade (10)
I believe the answer is:
aggrandise
'upgrade' is the definition.
('upgrade'->'aggrandize' is in my internal thesaurus and 'ize'->'ise')
'crazy ideas about going on vacation managed to get' is the wordplay.
'crazy' indicates anagramming the letters.
'about' indicates putting letters inside.
'on vacation' means to remove the middle letters (after the inside letters have vacated the word).
'managed' becomes 'ran' (both can mean organised or was in charge of).
'to get' means one lot of letters goes inside another.
'going' with its centre taken out is 'gg'.
'ideas' is an anagram of 'adise'.
'adise' going around 'gg' is 'aggdise'.
'aggdise' going around 'ran' is 'AGGRANDISE'.
(Other definitions for aggrandise that I've seen before include "Advance" , "Magnify; increase power of" , "Give promotion to" .)