I had the very same idea of putting my other tools in systainers and stumbled on the very same problem as you, Mac.
I'm pretty sure there are no pre-made inserts available. :-\ I think it should be mandatory for tool manufacturers to offer a systainer insert as an extra option. ;D
I also have a DeWalt drill and I compared the case it came in with the systainer, and it's roughly the same size. It did cross my mind to cut the original DeWalt case up and put the remaining insert in a sys 1 systainer. Would fit pretty well and leave just a couple of small gaps that you can fill with some glued-in pieces of black plastic. But I decided to leave my original case intact. However, I sometimes see people offer empty cases for such drills and if I find one for my drill I will buy it and make a proper sys insert out of it.
But what would be a really great idea for Festool/Tanos, is to create a system that would allow people to design their own inserts and then order them from Festool/Tanos and get them professionally made. I've been thinking about this idea for a while now and I think it could be possible to do so. All you need is some online CAD program or something like Google's Sketch Up to design the insert and a machine that will allow you to form molds for the vacuum press on the fly. (I guess the inserts are made in a vacuum forming press where sheets of plastic are heated so they become pliable and then sucked with a vacuum over a mold) Now the machine to form custom molds is gonna be the really tricky part in designing, but with some clever thinking and designing, this could be done.
If there would be a way to export your design of an insert from the program, you could even build up a public library of all kind of inserts, and you could make standard elements for inserts and combine them like a sort of Lego.
I think this would be very useful for people to store their tools. Not just power tools, but also non-power tools. Because the way people organise their tools, is very personal for everybody. And I think that a universally available way of storing all those different tools people have has been lacking until now. Just look at all the different sizes of boxes or cases tools come in. Now every manufacturere of course has the freedom to design his own cases, but when it all comes together at the end user, this can become quite a mess and very difficult to store or transport.
And this is where the systainer system comes in, I think this is a real gem. And you can see it's slowly but steadily expanding and taken over by other tool manufacturers. I've seen systainers now by DeWalt, Makita, Metabo, Bosch and dosens more.
Now all we, as the end users need, is a system that will allow us to fit in the things WE want, and not just the pre-made solutions that come from the factory. In this way, the systainer system could really expand into a universal storage solution.