It's more to have fun and help people wilhe learning about security as an unemployed junior software engineer Social engineering is a risk I try to mitigate.

Ok, So I think like you that this should be attemp only from home or reliable internet public access places.

here is a plan. what do you think?

Get a free web server in an exotic country.

Journalist have anonymous encrypted email account they use to discuss papers content and layout, sharing css html templates.

Steps

0. Secure the computer
check if it is safe or not (spyware, config ,system setting and running programs)

1. Access the anonymous mail and the public web server as visitor (copy-paste some html to modify).

2. publish
trough a web Hactivissimo 6/4 protocol trusted peer wich upload trough ftp to the web server.
OR
mail the encrypted content anonymously to a proxy server wich would upload to the web server.
OR
Camouflage and steganographic to communicate with a proxy server (say wallpaper server) wich would upload to the web server.

3. Clean the computer
the usual cleaning.

Special care need to be taken in the design and configuration and use of the proxy server.

SSH is a good idea, but how does it help in anoynimity? SSH anonymous proxies seem rare.