So as it stands... on an HHKB pro 2 (and I'm assuming the lite version as well), pressing Shift-Escape does nothing....
Well for me... I'm pretty used to getting a Tilde character ("~") when I press Shift and the upper right most key on the board (Escape usually)... so to remedy this in Linux you can use AutoKey:
https://code.google.com/p/autokey/wiki/InstallingAutoKey <- various ways to install it....
Then you create a new Phrase.... call it what you want... set the Hotkey to Shift+Escape and put whatever you want to have typed in the phrase box... (I just put in a ~ character)
To get more advanced, you can write a Python script to do anything you want!
Again, I'm sure this can be done in Windows with AutoHotKey, I'm just not using Windows as an OS right now... Also I believe AutoHotKey has a Mac port....
P.S. I just noticed an oddity in Chrome... it did not send the character in this text box...maybe this is something to do with some extension I have installed or its a chrome thing... but it works most everywhere else. (Mostly I use it for passwords!)