Ensure Users Re-Authenticate for Privilege Escalation - sudo !authenticate

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Description

The sudo !authenticate option, when specified, allows a user to execute commands using sudo without having to authenticate. This should be disabled by making sure that the !authenticate option does not exist in /etc/sudoers configuration file or any sudo configuration snippets in /etc/sudoers.d/.

Rationale

Without re-authentication, users may access resources or perform tasks for which they do not have authorization.

When operating systems provide the capability to escalate a functional capability, it is critical that the user re-authenticate.

Remediation

Shell script

The following script can be run on the host to remediate the issue.

#!/bin/bash

for f in /etc/sudoers /etc/sudoers.d/* ; do
  if [ ! -e "$f" ] ; then
    continue
  fi
  matching_list=$(grep -P '^(?!#).*[\s]+\!authenticate.*$' $f | uniq )
  if ! test -z "$matching_list"; then
    while IFS= read -r entry; do
      # comment out "!authenticate" matches to preserve user data
      sed -i "s/^${entry}$/# &/g" $f
    done <<< "$matching_list"

    /usr/sbin/visudo -cf $f &> /dev/null || echo "Fail to validate $f with visudo"
  fi
done

Ansible playbook

The following playbook can be run with Ansible to remediate the issue.

- name: Find /etc/sudoers.d/ files
  ansible.builtin.find:
    paths:
    - /etc/sudoers.d/
  register: sudoers
  tags:
  - NIST-800-53-CM-6(a)
  - NIST-800-53-IA-11
  - low_complexity
  - low_disruption
  - medium_severity
  - no_reboot_needed
  - restrict_strategy
  - sudo_remove_no_authenticate

- name: Remove lines containing !authenticate from sudoers files
  ansible.builtin.replace:
    regexp: (^(?!#).*[\s]+\!authenticate.*$)
    replace: '# \g<1>'
    path: '{{ item.path }}'
    validate: /usr/sbin/visudo -cf %s
  with_items:
  - path: /etc/sudoers
  - '{{ sudoers.files }}'
  tags:
  - NIST-800-53-CM-6(a)
  - NIST-800-53-IA-11
  - low_complexity
  - low_disruption
  - medium_severity
  - no_reboot_needed
  - restrict_strategy
  - sudo_remove_no_authenticate