If I know I'm not working the last week of the bid month (23-27 April for Example) and Do intend to work the 1st week of the next bid Month (30 April-4 May) it's fairly easy to schedule a JS for 30 April.
In general, under the Old VTO system, I've had great success with having CRS schedule my Random Reserve days inline with the periods of time I've intended to work. And that was true even as VTO 33 out of 35.
Under the new system, get the impression that there is Less Flexibility for CRS to build a VTO line since they are building VTO reserve with Lego Blocks of hard Plastic R days versus the malleable silly putty they used to use