As far as I understand it, the OS1.4 SuperKiskStart ROM looks for a hard disk partition called either WB_1.x or WB_2.x, then if found looks for DEVS:kickstart and loads the ROM image into memory.
If you copy an OS 3.1 ROM image into WB_2.x:DEVS:kickstart then it can boot OS 3.1.
Not sure if you can then run OS 3.9 from this or not???
You might need to buy a pair of 3.1 ROMs for it.
You could write some kind of script to copy whatever ROM image you need to DEVS:kickstart then force a cold boot.
As for the reset program, I use this:
http://amiga.serveftp.net/Temp/reset.lhaIt makes the machine do a cold boot and causes it to reload the ROM image into memory. Works for me with A4000T and OS 3.9, not sure about earlier OS versions.