I've been involved in three glider imports from the US and one export back from Canada to the US – none required an Export CofA.

Any A&P crossing the border would be looking at mandatory quarantines both ways.

Check with your local A&P and FSDO to see what they want. Your local A&P may be able to recommend a Canadian AME to look at the glider.

I saw an L-33 written off because of an improperly latched canopy (easy to do). The pilot held the canopy down with the hand that normally operates the spoilers, sideslipped down and had to groundloop to avoid the barb wire fence.

Left rudder would have held the canopy down.