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2. Will tacking be much more difficult?
According to my experience, tacking is almost impossible without involving the jib.
So, how does the H14, H17 and other uni rigged boats tack?
Maybe the H16 is harder to tack with out the jib, but the H18 should still tack when done properly.
Dagger boards will make it come around . And the hull shape of the H18 is similar to the H17 a uni solo boat.
A new square top main is going to blow off a bit on top in bigger air also, helping to depower.
That sail should be more shapeable too. Could be that in light air you will have similar power as before with the higher aspect main.
As far as pointing, you may see an increase in pointing ability. The downside will be running downwind. Most likely it will not be as fast there. Unless you get a spin kit, but more set up time. Oh well can't have every thing.
Maybe the experts will chime in, but you could have a
"Big Uni Rigged boat for two there".
Could be a great boat for taking out non-sailors for rides.