Ok, something to be said when people in the know say "don't do it".
And I never really doubted that Dave is a little brighter than his buddy's.
But.....

here is the thing that makes me think it's doable (in Daves airplane)
A tail dragger, even with smaller tires takes a lot of forward stick to hold it on the water (unless slow) and it's like concrete, even on one tire around a corner.