1)
Tim's video is based on an existing blog post of his
https://oracle-base.com/articles/misc/email-from-oracle-plsql which walks through the exact commands to run. However, I generally recommned that people should just install APEX ... even if they never plan to use it, and then just use APEX_MAIL instead.
2)
For autonomous, we preload common certificates. There's a few setup steps to do
https://docs.oracle.com/en/cloud/paas/autonomous-database/adbsa/apex-send-email.html 3)
Manage Instance -> Security -> HTTP Protocol -> Require Outbound HTTPS -> No.
But for obvious reasons we don't recommend that