Can we now do auto updates?

Here is a cheatsheet for how to navigate in a Linux shell: Cheatsheets and Tutorials for users new to Linux based operating systems

now as for tools to connect to your terminal well it aint that hard Putty works

http://www.putty.org/

as for logs

To get a better understanding of the problem you are experiencing we need more information from you. Please see How to submit a useful support request - General - OSMC for advice on how to help us

just follow that or if you cant handle that you could use the log uploader in myosmc.