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#1
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Check with an insurance agent, especially if you are getting a P Skymaster. You might find insurance to be very expensive or unobtainable with only 45 hours. A thorough pre buy is a must, lots of stuff on a Skymaster that can break and lots of 337s out there with poor maintenance histories that have sat without flying for long periods which can lead to all sorts of issues when you start flying them. They are wonderful planes, but they are not cheap twins to own, they have all the stuff any other twin has plus they can be a little more difficult to work on because of how Cessna packaged all the parts into the airframe. I still miss my P337 in some ways, but it was spendy for what you get compared to other twins of similar performance. JMHO.
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#2
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I live on the west coast and fly a T337D. Its a turbo but non pressurized. It has a higher service ceiling than the P models surprisingly. This is the first plane I have owned, and I have had it for 10 years. Its an amazing airplane. I fly across country every few years and it has no problems with the mountains. The onboard oxygen system works, and I use the mountain high aviation portable oxygen systems which gives me many hours of oxygen on a single fill. I bought it in decent shape, and have added a new panel and yearly maintenance, fixing non-critical systems as I go to get everything fixed up. My annuals vary. Last years was over $20K but had to repair a loose turbocharger. Usually they are 10-15K. But you can do a lot of those before coming close to the $400k for a cirrus and you get the second engine, which for me is a game changer. Also gas costs more. I have GAMI injectors and run LOP, but still around 19 GPH. That's the overhead for that second engine. But worth its as I said. I have flown it across the great lakes and the sea of cortez and been a happy camper. You wont regret it if you find a nice one.
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