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1.
Engaging in activities that could be considered random or questionable. To conduct oneself in a manner others would refer to as sketchy.
Mike: what are you up to today ?
Tom: not much, just some general sketchbaggery.
by Silva Lupus July 02, 2011
 
2.
Not being consistent, or keeping ones' promises to those you "apparently" care about.
Making plans to hang out repeatedly, and then always backing out/canceling the day of = sketchbaggery.
by meepmop May 02, 2013