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I think the Agent/buddy do not know.
So your agent "knows" and also knows your boss?
It shouldn't a be a problem with anyone due to how long ago, but as others have said read the app. Things also change DUI's used to be a kiss of decline, now after about 7 years with no further problems, not a problem.
The one thing I'd do especially since this agent "knows" is have him contact underwriting with the question and get an answer before you turn in the app. Basically "how would this situation be underwritten?" Then if the underwriter shoots it down, no record of it and no anger on the part of the agent.
I would think before dumping the agent and going elsewhere. Why give the guy a reason to blab out of anger? It's one thing if an underwriter says no, it's something completely different if you do.
While we're suppose to keep confidence, not everybody does. Good luck and I think you'll be OK.