Random bloke caught out over pitfall (9)
I believe the answer is:
haphazard
'random' is the definition.
(similar in meaning)
'over pitfall' is the wordplay.
'over' becomes 'hap' (I can't justify this - if you can you should give a lot more credence to this answer).
'pitfall' becomes 'hazard'.
'hap'+'hazard'='HAPHAZARD'
'bloke caught out' is the link.
I am not very happy about this link. Some or all of it may belong to another bit of the clue.
(Other definitions for haphazard that I've seen before include "Lacking order" , "Disorganised, random" , "Erratic" , "Careless or random" , "Slapdash, slipshod" .)