I made my daggerboard longer in hopes of being able to point higher and less sideways slipage. My launch is often at the end of a cove, with the prevailing winds usually blowing staight out the mouth. Tacking angles of 45+ degrees getting home, make one late for delicious suppers. I usually try...
I'll be eager to hear more about the db. I extended a Barrington board by about 14 inches, sanded it more into a foil shape and glassed the final result.
A little more effort yanking it out when beaching, and I could find the bottom easier. Didn't really notice an improvement.
Your "spotter" in the car behind you, probably would tell you, should that happen. :-)
Seriously, questions of thus nature seems Uhaul or similar is by far the safest. A sunfish launching out of a vehicle at highway speeds, doesn't sound like fun.
It's something that new boats are still being constructed in this fashion. A while back, I worked in a yard that restored wooden power boats of that size. Total custom man hours, fitting each piece. Hauling, blocking, and launching is another lengthy topic...letting the wood swell, blocking the...
Yeah...you certainly don't want that extra weight on the ends. Therefore, you could drill some holes in them, so the water can drain. The interior foam should soak it up nicely to keep it from sloshing around, preventing your hull from sounding like an upset stomach!