What do you all want to get into windsurfing to do, how often can you do it, and where are you? These are all vital questions.

For example, if you're living somewhere where the wind isn't that great and you can only sail every Sunday from 10 to 3 then you will probably want a bigger board that will go well in the light winds you'll normally meet.
On the other hand if you're living on the ocean, can all sail any time, and all come from a sailing and surfing background you can think about getting a tiny waveboard early on because you'll be able to get out whenever the wind blows and ignore when it's light.
Personally, I'd never hurry to get onto a really small board because you can do just about everything on a bigger board which is more versatile.
On the other hand, if you're living in a light wind area and have good balance or pick things up quickly, I'd stay away from a board like a Funster as it's not very quick in any conditions. But it's very much a personal thing and depends on many factors.
Personally, I'd have a damn good look at a longboard like a Kona One (Windgenuity on (02) 9982 6444, $3,500 fully rigged) which is much faster in the typical light to moderate NSW conditions than a shortboard (apart from a Formula board which offers great performance but needs a huge rig in light winds). See
www.kona-windsurfing.com/ . However, since everything is a compromise you will lose out in strong-wind performance and portability.