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336
The biggest problem, area of concern, for a 336 is the rear engine. The engine cooling relies mostly on the fan that is on the prop shaft/crankshaft. That led to the early reports that all skymasters are noisy and the rear engine runs hot. Properly maintained, the fan will work just fine, however, it is a source of balance (vibration) and noise concerns.
A 337 will cost you more in insurance, due to the retractable gear, and the engine cooling was solved with a bigger scoop, and cowl flap doors.
The 337 has a larger payload than the 336
That being said, you can pick up a 336 for less money than a 337, and insurance will be less.
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