No problem, not something that I use on a big scale anymore. Accidentally stumbled upon it, thought that you might want to know about it.

@Xqt: Didn't know at the moment that >>> means python CLI

OK, feeling stupid but figure it out now. I had to grant Upload, replace, and move files right on the Special:BotPasswords/Red_Khan_Bot page.
Thanks for help everybody, sorry to bother you.

In T271871#6745425, @JJMC89 wrote:

Are you using a BotPassword?

Sorry, forgot to answer. Yes indeed, I'm using a BotPassword.
https://ageofempires.fandom.com/wiki/Special:BotPasswords/Red_Khan_Bot

Did some experimenting. This sequence works

>>> import pywikibot
>>> site = pywikibot.Site('ageofempires:en')
>>> site.username()
'Red Khan Bot'
>>> site.logged_in()
False
>>> site.isBot(site.username())
True

Isn't site = pywikibot.Site('ageofempires:en') supposed to log me in?

@JJMC89, thanks for help. It looks like the uploadeditmovefile is needed?

Still, unfortunately, no luck.
https://ageofempires.fandom.com/wiki/Special:ListGroupRights specifically shows that bots do have the 'reupload' right but I'm still getting no reupload in the rights list

Thanks! I'll return to Fandom support then.

['abusefilter-log', 'abusefilter-view', 'applychangetags', 'autoconfirmed', 'autopatrol', 'changetags', 'createpage', 'createtalk', 'edit', 'editsemiprotected', 'edittemplates', 'minoredit', 'move', 'move-categorypages', 'move-rootuserpages', 'move-subpages', 'nominornewtalk', 'purge', 'read', 'skipcaptcha', 'upload', 'writeapi']

Also I can upload files with new names (i.e. not re-uploading) using pywikibot.

Here are all the log entries for this command

Sorry, forgot about those

Pywikibot: [https] r-pywikibot-core.git (bb333d2, g14032, 2021/01/12, 13:32:59, stable)
Release version: 5.5.0
requests version: 2.22.0
  cacerts: /etc/ssl/certs/ca-certificates.crt
    certificate test: ok
Python: 3.8.5 (default, Jul 28 2020, 12:59:40)
[GCC 9.3.0]
PYWIKIBOT_DIR: Not set
PYWIKIBOT_DIR_PWB:
PYWIKIBOT_NO_USER_CONFIG: Not set
Config base dir: /home/user/pywikibot/core
Usernames for family "ageofempires":
        en: Red Khan Bot

@Aklapper, hello!

Is this a feature request to change some code in Pywikibot itself? Or is this a support question if something is possible?

The latter.

@Xqt Sorry, took me some time to figure out how to use the API.

In T270904#6713545, @Bugreporter wrote:

Please link to a specific recent changes.

https://ageofempires.fandom.com/wiki/Special:RecentChanges
Name of my bot is Red Khan Bot