os-prober is used in your grub file.
Assuming that your Windows 10 is working OK and neither hibernating nor encrypted
Boot into Ubuntu and open a terminal
Code:
sudo nano /etc/default/grub
Code:
GRUB_DEFAULT=0
GRUB_TIMEOUT_STYLE=menu # Originally hidden
GRUB_TIMEOUT=10 # Originally 0
GRUB_DISTRIBUTOR=`lsb_release -i -s 2> /dev/null || echo Debian`
GRUB_CMDLINE_LINUX_DEFAULT="quiet splash"
GRUB_CMDLINE_LINUX=""
GRUB_DISABLE_OS_PROBER=false # Add this line
Did Grub find the Windows Boot Manager?
Edit: I've just noticed that boot-repair states LegacyWindows detected (line 288)
However, you have EFI\Microsoft\Boot\bootmgfw.efi (line 101)
I'm not sure if editing Grub will be the solution, but, worth a shot
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