unix key is not giving me the next step to change it at setting up the server

Answers that I am looking for: step by step description with images or fixing on the server side.

I have read thru a couple of questions/guides, but non of them has answered my question. I highly recommend to just use AWS if you are at this point it is simple to set up if you follow a guide step by step and than it actually works unlike Digital Ocean.

I am trying to set up a droplet server and it fails at the beginning. macOS 10.12.6, normal terminal.

I am following the guide of https://www.udemy.com/course/the-ultimate-beginners-guide-to-django-django-2-python-web-dev-website/learn/lecture/9517142#questions

the guide and I use e-mail password For him it just step by step gives the correct: I can SSH my IP Address EX (the 100s just example).: ssh root@100.100.100.100

I can copy and paste and pass the next password question with the email. And that works fine

but I cant step thru the following part Changing password for root. (current) UNIX password:

I always type in the same thing and than it(the 100s just example): Connection to 100.100.100.100 closed. than I start the whole thing again and it never asks for anything different

for the guide guy in the 2nd cycle it asks the following, but for me not: And I never get these parts Enter new UNIX password: Retype new UNIX password:

Thank you for the help.