Issues spawning tty shell

Hey guys, I always seem to have issues getting tty, even when I’m running the exact same command as I’m seeing in a video/writeup. My reverse shell works, I can navigate the filesystem, but I always have a problem upgrading my shell. I can’t think of any reason for this other than some configuration related issue or something like that. Anyone more experienced able to point me in a direction of what may be causing me problems? Thank you in advance.