County Criminal Records

I am 22 and had an 18 month conditional discharge (Caution) when I was 18 or 19 that went to migistrates court but nothing happened.

Now 22 I have all the needed qualifications for army officer including BA degree.

I have also been told that a conditional discharge does not count as a conviction so I don not have to actually disclose this on any form and It shouldnt be a problem..is this true??

I am applying for a job as a local police officer in the state of Tennessee. About five years ago in another county (same state), I was given a misdemeanor citation for paraphenalia. In court, the judge said that I could get the charge expunged after 90 days. After 90 days I sent the expungement fee and later received a copy of the expungement order. Now on the police application, it tells me to list my criminal history, even if it was expunged. I asked an officer I know about this and he ran a check on me and said he could not find anything and to not put anything on the application. I am not sure how deep he looked and I have read that some government jobs can see this information. I want to follow his advice and not say anything but I am also worried that a more thorough check may be done and they will deny my application for me not disclosing it. It feels like I am in a no win situation right now. I appreciate any help as this is driving my mind crazy right now.
I intend on telling the truth on the application but I am still wondering if I will be disqualified from consideration even with an expunged record.

Does any one know if a parole officer can go through a persons criminal records and force mandates on a crime not only committed years ago but the person has served time for and met all other requirements ordered by the court. Isn’t that double jeopardy?
The crime that he enforcing mandates on happened over 8 years ago and has nothing to do with the current case