To start with I need to say that I have SOME experience combining sleeping gear for cold weather but my couple dozen nights experience is not enough to give you a confident answer.
This graph by Richard Nisley provides a starting point for answering your question. Other Nisley postings make it clear that for full coverage gear like sleeping bags, CLO values ARE additive. IF the model used to make the graph (ISO TR 11079) is good, then the graph suggests that a Highlite provides about 5.75CLO and the Helium provides about 7.75CLO. The graph ends at 0F but the fact that it is linear over it’s full range suggests that you may be able to extrapolate … and doing so places 5.75+7.75=13.5CLO at about -30F.
BUT! extrapolation is always suspect and this is a very big extrapolation. I’d want to test this in a situation where I had a solid plan B (e.g. a 100% reliable bailout option).
Regarding a silk liner … I’m sure it helps some but I’m a skeptic concerning 10 degrees (but have no experience so …)
Regarding pads, Richard’s postings pretty emphatically say that you need R5 insulation value for below freezing when sleeping on ground or snow regardless of the actual air temp. He backs that up with a graph of dozens (hundreds??) of soil temp vs air temp measurements showing that soil temp is pretty constant at about 30F regardless of how far the air gets below freezing. So use pad(s) providing R5 or better and you’re good on that count.
There are practical considerations:
* It is tricky keeping the breathing holes aligned when using nested sleeping bags … and you REALLY want to be breathing to the outside if you are gonna be out more than one night.
* While a fixed amount of down apparently maintains thermal efficiency over some range of densities, you would still want the outer bag to be large enough to allow the inner to achieve much of it’s normal loft. Most UL bags get some of their light weight from reduced girth so that may not be the case in your scenario.
* Dealing with the zippers when nesting bags is a pain in the backside.
Most of my recent experience has been using a bag and a quilt that is attached to the pad or attached inside the top/sides of a bivy. The quilt extends up to about chin level. I use a variety of balaclavas to beef up the head area. It’s been more manageable than nested bags IMO.
Please DO let us know how this works out.