Am I in over my head? Need some encouragement!

I'm a novice Linux user. Comfortable with command line but far from a whiz. Have to duckduckgo a lot of stuff to figure out what I'm doing.

I just bought a WD EX2 Ultra. The Plex app is built in, but it looks like the other stuff I want to do will require Docker containers. Maybe I just need to devote more time to learning containers but, at first look, it all seems quite daunting.

Here's what I want to set up. Jellyfin for music, tv & movies. Audiobookshelf for podcasts. The Servarr suite for library collection and management. VPN for security and privacy.

Am I swinging too big for my skill level, or does this seem doable? Any suggestions on how to proceed? Any and all feedback is welcome!