Hi Bob and welcome to the forum. Some excellent questions. It sounds like you've done your reading so I'll try not to repeat too much of what you already know.
All the inflatables are great sailers (not fast, but very stable) with decent pointing abilities, considering. The 9 is a little hot dog, the 12 can carry any body or thing in the back and makes a great launch and rescue platform, and the 14 is quite decent solo as well as tandem. Obviously their greatest assets are their portability and compact storage.
The inflatables have a double bottom -- that is, there is a "bilge" between the bladders and the hull. It's built with 1000 Denier PVC with drop stitch construction -- don't know how that compares with the Avon though. Still, from what I've heard, oyster shells can be as sharp as knives and knives can certainly cut most fabrics. On the other hand, the inflatables have very shallow drafts. With over 45 years experience, you would be much more the expert on that subject! The Drives can take that sort of abuse using the standard fins -- they might scratch and abrade but occasional oyster shells shouldn't normally tear the fins.
Oasis vs Outfitter speed: one hour cruise distance (flat water, no current Turbofins) Oasis solo about 4.8 miles, tandem about the same; Outfitter solo about 4.65, tandem about 4.4. I believe the Outfitter slows down as a tandem because the shorter hull dips further in the water with the front passenger, taking it off its "lines" -- the fast rise in the bow pushes a lot more water more like a barge. Lightly ballasted as a solo, however, the bow tends to ride over the top easier. I might add in these examples, the front passenger was a little heavier than the rear -- these results are just for comparison; your results may vary.
Wider and less hydrodynamic, inflatables are a little wider and slower -- probably by 1/4 MPH (?) than comparable length hardshells.
For launch and recovery, I would think about an eyebolt and snaphook mounted at cockpit level or possibly a pair of permanently mounted bridles, again reachable from within the cockpit -- either system attaching to your hoist.
Did you say Adventure? That shifts the conversation to another realm. Personally speaking, the Adventure is my first love -- nothing matches its speed, range, finesse or smoothness, especially in weather. Comparable one hour speed is about 5.4 miles. But each boat has its advantages according to one's priorities and circumstances -- other boats do other things better and may be easier to store.
We have an Adventure and Oasis to satisfy the range of our kayaking enjoyment. IMO, the Oasis makes a fine solo boat (and sailer) also,
properly ballasted. There is nothing it won't do -- it handles beautifully, runs almost as fast as the Revolution and could easily ferry a refrigerator! It's biggest disadvantage is its heft on land.
I'm sure the others here have some different opinions to share.