Arbitrary insert sustain pedal on/off settings in Cakewalk midi?

I don't see an option for this. I don't normally compose in the SV, but I'm seeing pedal up laid down consistently two quarters after the pedal down regardless of time signature or other settings. Of course you could view dragging the pedal up to the correct location as being no more inconvenient than having to place it as a separate operation.
 
As you may know, the staff view in SONAR is widely disdained (not to say despised) by traditional composers. It really is painfully rudimentary and inflexible. Using some combination of Staff View and Piano Roll View might alleviate the pain somewhat. Sustain controllers are easily placed there with whatever precision you desire.
 
I've recently been doing some work for a friend, converting his live recordings to notation, and ended up working with a view like this:
 

 
P.S. Note the "rolled" chords - as played. 

You can Copy-Paste as many repetitions as needed in another view, or even create a MIDI Groove-Clip that contains only sustain controllers. You can even give them their own track lane so they can be cut/copied/pasted independently in the Track View but will still show up in the Staff View as part of the track.