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I will chime in here as well regarding obtaining insurance with no or low time. I moved directly from a C-172 to the 337. I was unable to get coverage in that situation. I did luck out that I found a super nice CFI that actually owned a 337 and had lots of time in one. I got around the rules by listing him as a named pilot so I could be trained in my plane at a reasonable insurance cost. We trained in my plane and after I took my check ride (also in my plane) I was able to get coverage - needed 20 hours of dual to meet the insurance requirements.
I now have about 250 hours in the 337 and 60k hull value with zero deductible was quoted to me last week (renewal time) at $3400. So it does get better with time. However, whether you have 250 hours or 2,500 I dont think there is a lot more discount for the experience once you reach a certain point.
Most open pilot requirements are like 1500 hrs total, 500 hrs multi, and 50 hrs in the 337.
This is for a non-turbo, non-pressurized 337A
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