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Welcome, and I hope your journey is a good one. I can tell you're pretty excited already though.
1. I personally would tow it with the rear wheels on the dolly. Otherwise, I would remove the axles. I am somewhat new to 911s too, but I think it's worth the time to go the safer route.
2. I can't help you on this one
3. What's your budget? Do you have shop space to where you can rebuild the engine over a period of say a year if you wanted to take it slowly? It sounds like everything should be in decent working order, but how are the brakes, suspension, transmission, condition of the engine , i.e. compression & leakdown numbers?
4. To get into even a ball park figure for how much an engine rebuild might cost, you first need to determine the condition of the engine. You can get an idea of condition by doing a compression and leak down test, but somethings just require tear down and inspection to determine condition.
If you are mechanically inclined, I believe you can do the rebuild/ reseal yourself. You've got a good resource here on this forum and we will lead you to other good resources, like Wayne's rebuild book, Bruce Anderson's book, and the good old Bently manual, plus others.
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"Simplicity is supreme excellence" - James Watt
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