As described by spongebob squarepants, to smeckledorf is to con someone in a way that isn't obvious until later. (Whether or not the conning turns out to not be the case isn't necessary.
I don't have a good record with health inspectors, not since the last one. To be fair, I didn't know if he was trying to smeckledorf me or not.
12 step recovery jargon referring to someone new who talks about how great life is, now that they're sober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.