I don't have much experience with stunnel, but I have used sshuttle and SSH SOCKS proxy/ tunneling, SSHFS and other tricks quite a bit also for work. I have done SSH over Tor as a hidden service but I haven't played with obfsproxy just yet. Some people made tunnels (including SSH) over DNS, which can be handy as well. This is probably just enough to check HN, read email and SSH/ Mosh to somewhere to fix something when travelling or so.
If you understand SSH (e.g. by reading the book by Michael W Lucas: SSH Mastery: https://mwl.io/nonfiction/tools#ssh) you will probably come up with your own tricks. I have written some of my tricks down in this OrgPage: https://www.orgpad.com/s/UHUor4 there are screenshots for Linux and Windows for some things related to SSHFS, SOCKS Proxy and more. From time to time, I update it to reflect new tricks.
One of the newest tricks I haven't written down just yet is tunnelling a TCP port of a different machine than what you connect to over SSH. This is good for connecting to that Windows XP machine you have no control over (since it probably controls some industrial machine) but that you have to provide access to to certain people e.g. for maintenance of the industrial machine. This works reliably for e.g. tunnelling VNC, RDP and even Samba/CIFS for the occasional file transfer (e.g. a new executable file of some industrial control software). If you have no means to do a proper VPN, SSH is installed pretty much everywhere on current OSes (even current Windows 10 ships with an SSH client).
One of the newest tricks I haven't written down just yet is tunnelling a TCP port of a different machine than what you connect to over SSH. This is good for connecting to that Windows XP machine you have no control over (since it probably controls some industrial machine) but that you have to provide access to to certain people e.g. for maintenance of the industrial machine. This works reliably for e.g. tunnelling VNC, RDP and even Samba/CIFS for the occasional file transfer (e.g. a new executable file of some industrial control software). If you have no means to do a proper VPN, SSH is installed pretty much everywhere on current OSes (even current Windows 10 ships with an SSH client).