The Small Claims Court maximum in Saskatchewan is $30,000 - no problem there. The interprovincial issue could be a challenge:
"6. I live in one province and the person I wish to sue lives in another province. Where should I take my case?
The claim should be filed at the court office that is closest to the place where the incident occurred. The
Plaintiff may also agree to file the claim at the court office closest to where the
Defendant resides.
This is also true if the
Plaintiff and the
Defendant live in different communities. For example, if the
Plaintiff lives in Estevan and the
Defendant lives in Prince Albert, the claim should be filed in the court office closest to where the incident took place.
If you cannot determine where the incident occurred, then the claim should be filed at the court office where the
Defendant resides. For example, if there was a dispute about goods purchased by mail or over the internet, the claim should be filed closest to where the
Defendant resides."
https://sasklawcourts.ca/home/provin...aims-court/faq
Fees are affordable: "if the amount of your claim is $9,950 or over, the fee is $100"
But cash or cheque only, no credit cards: "Fees can be paid at the court office with cash or cheque. Credit cards are not accepted. Cheques can be made payable to "Small Claims Court". Please do not send cash in the mail."
Filing doesn't need to be in person: "If you are filing your claim by mail, please ensure that you include your telephone number so that the staff can contact you when needed."
Edit #1: We have his home address. I'll 'serve' him if need be - I'm not that far away. BTW, Ryan followed CC at one time, and may well still be - if so this thread will no doubt get his attention.
Edit #2: I believe you'd have to attend the Small Claims Court in person, but that would be a single trip, a court date is set, etc.