I'm uncomfortable mentioning dealers I don't think are good enough, and Bob doesn't need any more praise

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I was amazed when Festool signed up Woodcraft and Rockler. I buy from both and like them, but I didn't and don't see how their business models are compatible with Festool.
In North America Festool products are unusual and require real selling knowledge to be presented effectively. Festool is a real opportunity for the dedicated one-man show. For a larger (but single location) operation, one or several Festool specialists can be trained and the result can be satisfactory.
I don't see how a large chain can fit the requirement for in-depth product knowledge into their business model, which necessarily looks more like Radio Shack's than Tiffany's. Chains simply don't put the money into training, in part because they have (and expect) significant employee turnover.
My impression is that the large chains also expect and depend on a high percentage of their employees being older and part-time. It's how they get guys that know something about woodworking. Some of them know a great deal, but what they know is unlikely to include Festool. And a part-time employee is unlikely to be extensively trained.
A chain of franchises is even worse, since the franchisor must convince the owners of individual stores to commit to significant and unexpected investment in both training and inventory for these unusual products.
One of the symptoms of inadequate selling is the question we get on FOG, all too often, about the funny noise a free-running TS55 or TS75 makes. This seems like something that should be explained to the buyer when they get the saw--I certainly would. Imagine how many TS55s would be returned if the big orange box sold them...
I agree with Mirko--the Canadians would be better off with ISAs. And so would Festool.
Festool dealers I've liked: Bob, Austin Hardwoods (Santa Ana, CA), Eagle Tools (Los Angeles), Japan Woodworker (Alameda, CA). Haven't bought anything Festool from McFeely's, but they've been good for other products.
Ned