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Hello,

i already a bit fluent in basic python (simply means in my reagion i have done some small GUI Programs and some Databases)

Now i wanted to develop a program but i dont know 'where' and 'how' to start.

Like: Do you have some book/tutorial advises which will be good for the thing i want to do?

What i want to do:
I want to make a Web-Application for Clients to manage their documents and work on them with a simple system to up- and download them.

General it should be like this:

People log into their account and see a main window with different applications to work with. Getting notification for new appointments on a specific date. See new documents which were uploaded and get a good overview to work with.

On my site, i want to upload stuff necessary for them when i get the notifications from a different position or scan and upload stuff i get per mail.

Which python system would be good for that? especially since it shouldnt look like 1990 (like when i used TKinter...)

Any advise for that?

And sorry for my english. im not a native english :D
I've always liked https://docs.python-guide.org/ however I don't strictly follow it entirely.
Assuming that you actually need to build something instead of using an existing solution (if there are any that fit your needs), some things to consider:

Do you know how to use version control (e.g. Git, Mercurial, ...)? Do you know where this application is going to run and how you're going to deploy it there (hint: automate your deployment process)? Do you know how you're going to make sure things work and continue to work as you add/change functionality (hint: automated testing is really important here)?