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Yes 100% this is the problem. You can even add a redirect to Grub / systemd-boot to load the Windows bootloader from the other drive example for systemd-boot.
Does not work with bitlocker though without diving into very advanced settings to control which events are considered insecure so the tpm releases the keys.
Yes, I’ve searched and found nothing like Playnite.
I am still hoping for the cross platform feature that may be for the roadmap after the next big release