Right. If the attack vector is "break SSL" I'm going to try some other attacks first. There's an underlying assumption in the question: my app (and everything else hosted on the box) is safe from XSS, CSRF, injections, and other information leakages. Is it really? How do I know for sure?

And who's to say that your forum server (for example) is just as secure? That could be a foothold into your environment too. And let's not forget social manipulation of your staff and users. Maybe I'll just steal the machine in question, or your laptop.

After I try all those avenues, I'm either finding another target or ramping up for a protracted attack on your SSL connections.

If your site attracts this dedicated of an attack, you'd better get that high paid security consultant. ;)