As in life I think you have to pick your financial battles. If I waited for the perfect price, free shipping, no duty, no tax, etc., I'd never own anything. Living in the Great White North means taking it on the chin sometimes to get the machine you want. If it is something I kind of want, I wait and hunt around. I've had horrible luck with some used stuff, but even new stuff you can have issues...hopefully fewer, but it can happen. If it is something I really want and am willing to pay the price then I never feel guilty—within reason. You can't take it with you $$$$ after all.
I once felt horrible about the shipping cost quoted for a large piece of equipment I bought. But when I calculated the gas cost, trailer rental, passport cost, exchange lift, import duties, taxes, CSA certification, broker fee and drop ship fee in Sweetgrass, it was worth it to import rather than drive down there. Painful—but worth it. I really admire people who have the determination not to pay huge import costs and either have the patience or contacts to get things here more inexpensively than I do. But I have no regrets about anything I imported, and no way will I wait forever for the best deal. In fact, it motivates me to learn the most I can about whatever machine I do get and gain new skills because I have to justify the money I just spent. I wish I were that guy who had the patience to find the perfect deal, but it just isn't me.
I wish you best of luck with whatever machine you get Richard. Enjoy the heck out of it and post pics of all your great work...and the bad work as well so we can all learn more.
Ho Ho Ho.