I think the reason he has been stuck waking up by Rena was because he hadn't completed her scenario. This is his first death since completing it so he was able to revive further in the past.
Nice upload and all but.....
https://mangadex.org/title/19836/bastard-s-dead-man
https://mangadex.org/title/32395/bastard-s-dead-man
Anybody know if we'll be getting a season 2 of this?