It could be Season 4 Episode 6 - Cool hand Dave part 2.
In this conclusion of a two-part story, David (Bruce Willis) attempts to escape from a chain gang in order to be reunited with his pregnant sweetheart Maddie (Cybill Shepherd, who is represented only by her voice in this episode). It looks like David's only hope for freedom is to follow the "musical" advice of his fellow inmates. Meanwhile, with one of the Moonlighting stars out of circulation, the nervous ABC executives begin auditioning potential "David Addison" replacements!
He was'nt bored of his job though he was in prison. However in Season 2 Episode 9
Maddie sells the agency to a wealthier rival firm, which upsets David, who announces his intention to start up his own agency. Maddie realizes she has made a mistake and convinces her rival to give the agency back to her.
These are the only two episode I've seen where his role/job is 'seriously' in jeopardy. That being said I only started season 5 last week so I could be wrong.
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