Entering Canada with prior misdemeanor adjudication witihhel

Best to deal with embassy and get it taken care of. While the border guard can make an exception at their discretion, even if they let you through it is a one time deal. (There is a border crossing reality show here and that issue comes up a lot. After the one time exception, further entry is automatically denied) Since you intent to enter twice (to get back) they would probably refuse initial entry to avoid issues.