I was confused when you talked about rolling...
because all of the Schwaben Schnitten I know from my German cookbooks are a filling spread on oblaten, stacked, then cut into slices with many layers like a baumkuchen.
Having never heard of this version, and having never made it, I do have some suggestions. Have you tried letting the dough sit in the fridge to chill briefly before rolling? Also, rolling directly in the jellyroll plan with a piece of saran wrap over the dough that you could then peel off with the dough in place (i've used this technique for sticky doughs that need to be rolled out thin like this). Spread the dough out with your hands as much as possible, pat flat, etc, then cover with saran wrap and do the rolling, shifting the wrap as needed. Sorry I couldn't be more help, but hope this might be of some use. Good luck!