Yes, you will need a CITES certificate to ship the JS over to the states (I just saw the ad on my Reverb feed.) I've read it can take upwards of 10 days to obtain it, although I personally don't have first hand experience. If you sell it to the US, I would apply for the certificate and not take a chance on having the guitar stopped and confiscated at US customs without it. The forms look to be pretty straight forward.
There is a little more to the forms in Canada and not sure how strict they are on the details. The form states that it can take up to 40 calendar days to issue a permit. I've attempted to upload the form that was sent to me by Environment Canada.
Since March this year, I've had all guitars coming from the US shipped at a private mail box facility in Niagara Falls NY. You are allowed to enter Canada with the guitar as long as the quantity in less than 10Kg (Customs agents have not asked me that question yet). Shipping is the difficulty (quote below from the Head of the CITES Permit Policy and Operations Unit when I questioned this in January 2017).
When items are shipped, it is difficult for us to validate the claim of personal use, so we do not allow shipments to travel under the exemption allowed for rosewood items. It is too difficult to implement correctly.
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