My apologies - the load going down to Portland just cancelled on me. Unfortunately, it's just not cost effective for me to drive down to Portland at the moment. If things change at all, I'll contact you and let you know.
Yes, your checklist is essentially correct. The RIV process is started after the boat gets into Canada. It's the trailer that they're worried about. You go online to their site, pay $200 and they send you a form that you take to CAD Tire to have the trailer inspected (they sight the VIN and that's about all they can do with a trailer). They give you a sticker and then you can register and insure the trailer in Canada.
You could pay a broker, but it's really not that hard.
I hope it all works out for you and sorry to get your hopes up.