### Clue: Concerned with check holding trial up, heading for gaol (9)
### Answer: REGARDING 
 ### Explanation: Definition: Concerned with
A charade of REGARDIN, an envelope ('holding') of GARD, a reversal ('up' in a down light) of DRAG ('trial' in the sense of a nuisance) in REIN ('check'); plus G ('heading for **G**aol').