Oh I agree security is important (I don't recall saying/implying it wasn't!), but since when was HTTPS insecure? It's just as secure as your SSH tunnel, yet significantly easier and more accessible.
The 'almost anywhere' caveat is not good enough for me - I need secure access everywhere (and have it too). As for hassle, none here!
Regarding Putty, you're right you can download it anywhere but that's not to say you can install it - you certainly wouldn't be able to at my work and probably most Internet cafes too. So-called 'web kiosks' and dumb terminals wouldn't allow anything but standard browser access too.
As for Putty on PDA's it doesn't support tunneling unfortunately - unless you know of a way? (not that I'd want to, for the reasons stated above, but it'd be interesting to know for some other applications)
Each to his own I suppose...
Mathew