Another stability question

[Naughty Cat]

Sounds a good plan and you're right, if you do go down the cat route make sure you can have a big gennaker and preferably another downwind sail as well. I have seen more mono's in recent years under headsail only as well. I think it's because most boats now have a second furler enabling them to carry a gennaker/code sail, and this gives decent boat speed at little to no effort. If you can why not?