Layover in Seattle on a B1/B2, then drive to US on same week
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There's no problem with this itinerary on multiple entry B1/B2 visas. Such visas are also good for transit, in addition to business and tourism.
The only situation in which you might have a problem is if you fly into the US and then drive into Canada. But this doesn't seem to be anywhere on your itinerary. (In this case you should inform the immigration officer when you arrive on your flight, so that you can get an old-school paper I-94W form to turn in when you drive to Canada, as departures from the US by land are not otherwise tracked.)
Most likely what will happen with your specific itinerary is that you will get a stamp admitting you to the US for six months on your initial entry, and then for your next two entries, you'll re-enter under automatic revalidation, a slightly expedited process which lets you come back in under the time remaining on your previous six month admission stamp.
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