Can you try toggling the tor extension (brave://settings/extensions) on/off and tell me if this makes any difference?
If not, can you please share a screenshot of the logs tab on your brave://tor-internals page?
Out of curiosity, if you were to create a new browser profile (ensure you close your original profile so you only have one browser window with the new profile opened) and launch a tor window from it, do you get the same results?
I’ve been getting this since updating to Brave v1.35.101 on Windows 8.1. Previously hitting ctrl+f5 repeatedly would eventually lead to initializing, or else closing and reopening the Private with Tor window, but now I need to kill the Tor process from the task manager and then re-launch a Private window with Tor until it starts initializing.
I was using Private with Tor without problem (Tor process tor-0.4.6.9-win32-brave-0, Brave v1.35.103).
As has always been the case, trying to open a second Private with Tor window instead opened a new tab, i.e. it was impossible to open multiple Private with Tor windows.
VLC Media Player
Adobe Acrobat Reader
Malwarebytes free edition
Several Microsoft Visual C++ Redistributable libraries
This required a reboot, so I closed Private with Tor and then Brave, and rebooted.
I relaunched Brave and tried to open Private with Tor (again tor-0.4.6.9-win32-brave-0, Brave v1.35.103, so seemingly no changes there), but was unable to connect.
The old tricks of
closing and re-opening Private with Tor
disabling and re-enabling Private with Tor in brave://settings/extensions
killing tor-0.4.6.9-win32-brave-0 from the task manager
all no longer seem to help.
And now I can suddenly open multiple distinct Private with Tor windows instead of getting redirected to a new tab, even though they are all disconnected.
Some time ago, I found, that for the TOR process (of Brave Browser) to work, I first had to open a “New Window” (and leave it open). . . and then open a “New Private Window” (and leave it open) . . . and then open the “New Private Window with TOR”. (Leaving the two earlier windows open.) (I would not use multiple tabs.)
Thereafter, I would open another “New Private Window with TOR” for each subsequent entering of a URL address – when I wanted to maintain any earlier TOR window(s).
It just worked. Maybe that sequence of steps will work for you.
(I have a guess, why that works, but it’s late, and time for sleep.)