One of our club's members hops in one of our planes (small taildragger - type undisclosed to protect the guilty). He has no TW endorsement. He does however, have a buddy who is a CFI in the backseat. They take off for some pattern work out of the local airport which has parallel runways, one 4000' paved, the other 2000' gravel. On one approach, he touches down, and for whatever reason departs the runway surface at a 45 degree angle, tears through the infield towards the perimeter road (behind which there is a berm and a perimeter fence. To shorten up the story, he hits the berm alongside the road, pops into the air, and pancakes the plane on the berm next to the fence. Fortunately, no one is scratched, but the plan did suffer a prop strike, struck a wingtip, collapsed one of the landing gear struts, and was generally not a happy plane.
Subsequent investigation revealed that the CFI in the back seat was a) not current, b) had no current BFI, and c) had no current medical.
We were insured by AVEMCO, and they had every right to deny coverage for the accident. Despite all of this, they paid for the repair of the airplane. And when the original shop that we had placed the plane in screwed up some of the work - they paid for the re-work at another shop!
Fast forward to today - yeah, I'm insured by AVEMCO. And the rates I was quoted for $1M smooth full hull coverage ($60K) when I (low time AK TW pilot, no HHP endorsement) got my plane are as follows:
'53 180 - $5,600
'57 182 - $3,300
One year later my premiums are down around $2,700, and as I continue to build time and continue to take ASI courses (10% discount), with additional discounts for time in type, time in ac, instrument ratings, etc. And I have to love their service. I do say that I'd be orgasmic (yeah, I'm easy) with rates like these:
182B: 1000$/yr
1958 C180: 1700$/yr
M4: 2650$yr
M5: 2650$yr
My $.02

