If statement with multiple conditions using regex

I would like to loop through pull requests in GitHub and if the pull request has the comments in the code below, do something (for now, print the pull request number). I have a pull request that has the comments I'm looking for (spread over multiple comments in the pull request), but it doesn't print the pull request number. I suspect it has something to do with the regex I'm using because if I break the if statement down to look for just the regex or the string values, it works fine, but when I try to combine them in one if statement, it doesn't work.

I don't think this is a duplicate question as I've looked at all the suggestions under questions that may already have your answer.

    for pr in repo.pull_requests():
        #check to ensure pull request meets criteria before processing
        conflicts_base_branch = "This branch has no conflicts with the base branch"
        checks = "All checks have passed"
        sign_off_comment_present = re.compile(r"\B#sign-off\b", re.IGNORECASE)
        for comment in list(repo.issue(pr.number).comments()):
            if (conflicts_base_branch and checks in comment.body) and (sign_off_comment_present.search(comment.body)):
                print(pr.number)