I spent a couple hours reading through this thread last night ahead of my Global Entry appointment today - so thank you to everyone for their input. I thought I would share my experience in case it can help anyone in a similar situation.
I'm 28 and have never been convicted of a crime, so like many others on here I could confidently answer "no" on the application. The 3rd questions asked during my interview today was if I had ever been arrested, to which I immediately answered "no". But the very next question was if I had ever been "arrested".
I've been arrested twice, once in 2003 when I was 15 for a juvenile battery case that I eventually pleaded no contest in and the case was eventually expunged from my record. I was told by the judge and my attorney at the time that I would never have to acknowledge the case in any interview or questionnaire. I was then arrested in 2009 as a 21 year old for disorderly conduct and public intoxication, all charges were dropped and the case dismissed.
So when asked if I was arrested I brought up the arrest in 2009 and told the officer that all charges were dropped, but I did not mention the juvenile arrest. After he checked the status of the 2009 case he immediately asked me what happened in 2003, which caught me off guard but I answered honestly that it was a juvenile case where the charges were dropped and the case expunged. He said because it was 10+ years ago it would not affect the application (BUT also why would it...an arrest is not a conviction. What happened to innocence until proven guilty???)...and that I would need court documentation to prove the disposition of the 2009 case. He also explained that I might be flagged every time I enter the country because of these arrests, which seemed odd - again, no convictions!
Easy though, contacted the county of the 2009 arrest and within an hour they mailed out the proof of disposition. On my drive home I received an email from GOES saying my approval was pending the disposition, so once that is sent everything would be good to go.
Moral of the story - they know everything. Don't hide anything.
And get court paperwork prepared ahead of the interview.
Sorry for the novel, but hope this helps someone!