Hi there, I might have stumbled over a bug in includeIf / conditional includes or maybe it's just as intended. Current configuration which finds the conditional configuration. ~/.gitconfig [includeIf "gitdir:~/Work/git-repos/oss/"] path = ~/Work/git-repos/oss/.oss-gitconfig Expected configuration which doesn't find the conditional configuration: ~/.gitconfig [includeIf "gitdir:~/Work/git-repos/oss/"] path = .oss-gitconfig Best regards, Raphael Stolt