This short post demonstrates how it may be possible to pivot into a segregated/protected network, via an RDP Jump Box.
Deploying resiliant Red Team infrastructure can be quite a time consuming process. This wiki maintained by Steve Borosh and Jeff Dimmock is probably the best public resource I’ve seen in regards to design considerations and hardening tips.
For someone like myself, who destroys and stands fresh infrastructure up for each engagement, building everything by hand is a long, laborious process. Anything that can be automated is a good thing.