diff --git a/assets/images/enterprise/github-ae/enterprise-account-settings-authentication-security-tab.png b/assets/images/enterprise/github-ae/enterprise-account-settings-authentication-security-tab.png
new file mode 100644
index 0000000000..b189dfed6c
Binary files /dev/null and b/assets/images/enterprise/github-ae/enterprise-account-settings-authentication-security-tab.png differ
diff --git a/assets/images/help/business-accounts/enterprise-account-settings-authentication-security-tab.png b/assets/images/help/business-accounts/enterprise-account-settings-authentication-security-tab.png
new file mode 100644
index 0000000000..aa9e7ab466
Binary files /dev/null and b/assets/images/help/business-accounts/enterprise-account-settings-authentication-security-tab.png differ
diff --git a/assets/images/help/security/check-ip-address.png b/assets/images/help/security/check-ip-address.png
new file mode 100644
index 0000000000..b9859c672a
Binary files /dev/null and b/assets/images/help/security/check-ip-address.png differ
diff --git a/content/admin/configuration/configuring-your-enterprise/restricting-network-traffic-to-your-enterprise.md b/content/admin/configuration/configuring-your-enterprise/restricting-network-traffic-to-your-enterprise.md
index 8b031cfece..bfdd817cca 100644
--- a/content/admin/configuration/configuring-your-enterprise/restricting-network-traffic-to-your-enterprise.md
+++ b/content/admin/configuration/configuring-your-enterprise/restricting-network-traffic-to-your-enterprise.md
@@ -30,12 +30,15 @@ For instance-level restrictions using Azure NSGs, contact {% data variables.cont
 
 ## Adding an allowed IP address
 
+{% data reusables.identity-and-permissions.about-adding-ip-allow-list-entries %}
+
 {% data reusables.enterprise-accounts.access-enterprise %}
 {% data reusables.enterprise-accounts.settings-tab %}
 {% data reusables.enterprise-accounts.security-tab %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-ip %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-description %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-entry %}
+{% data reusables.identity-and-permissions.check-ip-address %}
 
 ## Allowing access by {% data variables.product.prodname_github_apps %}
 
@@ -43,6 +46,8 @@ For instance-level restrictions using Azure NSGs, contact {% data variables.cont
 
 ## Enabling allowed IP addresses
 
+{% data reusables.identity-and-permissions.about-enabling-allowed-ip-addresses %}
+
 {% data reusables.enterprise-accounts.access-enterprise %}
 {% data reusables.enterprise-accounts.settings-tab %}
 {% data reusables.enterprise-accounts.security-tab %}
@@ -52,6 +57,8 @@ For instance-level restrictions using Azure NSGs, contact {% data variables.cont
 
 ## Editing an allowed IP address
 
+{% data reusables.identity-and-permissions.about-editing-ip-allow-list-entries %}
+
 {% data reusables.enterprise-accounts.access-enterprise %}
 {% data reusables.enterprise-accounts.settings-tab %}
 {% data reusables.enterprise-accounts.security-tab %}
@@ -59,6 +66,18 @@ For instance-level restrictions using Azure NSGs, contact {% data variables.cont
 {% data reusables.identity-and-permissions.ip-allow-lists-edit-ip %}
 {% data reusables.identity-and-permissions.ip-allow-lists-edit-description %}
 8. Click **Update**.
+{% data reusables.identity-and-permissions.check-ip-address %}
+
+{% ifversion ip-allow-list-address-check %}
+## Checking if an IP address is permitted
+
+{% data reusables.identity-and-permissions.about-checking-ip-address %}
+
+{% data reusables.enterprise-accounts.access-enterprise %}
+{% data reusables.enterprise-accounts.settings-tab %}
+{% data reusables.enterprise-accounts.security-tab %}
+{% data reusables.identity-and-permissions.check-ip-address-step %}
+{% endif %}
 
 ## Deleting an allowed IP address
 
diff --git a/content/admin/policies/enforcing-policies-for-your-enterprise/enforcing-policies-for-security-settings-in-your-enterprise.md b/content/admin/policies/enforcing-policies-for-your-enterprise/enforcing-policies-for-security-settings-in-your-enterprise.md
index b1ed91a0ce..69f3a55303 100644
--- a/content/admin/policies/enforcing-policies-for-your-enterprise/enforcing-policies-for-security-settings-in-your-enterprise.md
+++ b/content/admin/policies/enforcing-policies-for-your-enterprise/enforcing-policies-for-security-settings-in-your-enterprise.md
@@ -79,12 +79,15 @@ You can also configure allowed IP addresses for an individual organization. For
 
 ### Adding an allowed IP address
 
+{% data reusables.identity-and-permissions.about-adding-ip-allow-list-entries %}
+
 {% data reusables.enterprise-accounts.access-enterprise %}
 {% data reusables.enterprise-accounts.settings-tab %}
 {% data reusables.enterprise-accounts.security-tab %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-ip %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-description %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-entry %}
+{% data reusables.identity-and-permissions.check-ip-address %}
 
 ### Allowing access by {% data variables.product.prodname_github_apps %}
 
@@ -92,6 +95,8 @@ You can also configure allowed IP addresses for an individual organization. For
 
 ### Enabling allowed IP addresses
 
+{% data reusables.identity-and-permissions.about-enabling-allowed-ip-addresses %}
+
 {% data reusables.enterprise-accounts.access-enterprise %}
 {% data reusables.enterprise-accounts.settings-tab %}
 {% data reusables.enterprise-accounts.security-tab %}
@@ -101,6 +106,8 @@ You can also configure allowed IP addresses for an individual organization. For
 
 ### Editing an allowed IP address
 
+{% data reusables.identity-and-permissions.about-editing-ip-allow-list-entries %}
+
 {% data reusables.enterprise-accounts.access-enterprise %}
 {% data reusables.enterprise-accounts.settings-tab %}
 {% data reusables.enterprise-accounts.security-tab %}
@@ -108,6 +115,18 @@ You can also configure allowed IP addresses for an individual organization. For
 {% data reusables.identity-and-permissions.ip-allow-lists-edit-ip %}
 {% data reusables.identity-and-permissions.ip-allow-lists-edit-description %}
 8. Click **Update**.
+{% data reusables.identity-and-permissions.check-ip-address %}
+
+{% ifversion ip-allow-list-address-check %}
+### Checking if an IP address is permitted
+
+{% data reusables.identity-and-permissions.about-checking-ip-address %}
+
+{% data reusables.enterprise-accounts.access-enterprise %}
+{% data reusables.enterprise-accounts.settings-tab %}
+{% data reusables.enterprise-accounts.security-tab %}
+{% data reusables.identity-and-permissions.check-ip-address-step %}
+{% endif %}
 
 ### Deleting an allowed IP address
 
diff --git a/content/organizations/keeping-your-organization-secure/managing-security-settings-for-your-organization/managing-allowed-ip-addresses-for-your-organization.md b/content/organizations/keeping-your-organization-secure/managing-security-settings-for-your-organization/managing-allowed-ip-addresses-for-your-organization.md
index 09c42afce9..7072ee723b 100644
--- a/content/organizations/keeping-your-organization-secure/managing-security-settings-for-your-organization/managing-allowed-ip-addresses-for-your-organization.md
+++ b/content/organizations/keeping-your-organization-secure/managing-security-settings-for-your-organization/managing-allowed-ip-addresses-for-your-organization.md
@@ -36,15 +36,20 @@ You can also configure allowed IP addresses for the organizations in an enterpri
 
 ## Adding an allowed IP address
 
+{% data reusables.identity-and-permissions.about-adding-ip-allow-list-entries %}
+
 {% data reusables.profile.access_org %}
 {% data reusables.profile.org_settings %}
 {% data reusables.organizations.security %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-ip %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-description %}
 {% data reusables.identity-and-permissions.ip-allow-lists-add-entry %}
+{% data reusables.identity-and-permissions.check-ip-address %}
 
 ## Enabling allowed IP addresses
 
+{% data reusables.identity-and-permissions.about-enabling-allowed-ip-addresses %}
+
 {% data reusables.profile.access_org %}
 {% data reusables.profile.org_settings %}
 {% data reusables.organizations.security %}
@@ -71,6 +76,8 @@ For more information about how to create an allow list for a {% data variables.p
 
 ## Editing an allowed IP address
 
+{% data reusables.identity-and-permissions.about-editing-ip-allow-list-entries %}
+
 {% data reusables.profile.access_org %}
 {% data reusables.profile.org_settings %}
 {% data reusables.organizations.security %}
@@ -78,6 +85,18 @@ For more information about how to create an allow list for a {% data variables.p
 {% data reusables.identity-and-permissions.ip-allow-lists-edit-ip %}
 {% data reusables.identity-and-permissions.ip-allow-lists-edit-description %}
 1. Click **Update**.
+{% data reusables.identity-and-permissions.check-ip-address %}
+
+{% ifversion ip-allow-list-address-check %}
+## Checking if an IP address is permitted
+
+{% data reusables.identity-and-permissions.about-checking-ip-address %}
+
+{% data reusables.profile.access_org %}
+{% data reusables.profile.org_settings %}
+{% data reusables.organizations.security %}
+{% data reusables.identity-and-permissions.check-ip-address-step %}
+{% endif %}
 
 ## Deleting an allowed IP address
 
diff --git a/data/features/ip-allow-list-address-check.yml b/data/features/ip-allow-list-address-check.yml
new file mode 100644
index 0000000000..c4dda87a70
--- /dev/null
+++ b/data/features/ip-allow-list-address-check.yml
@@ -0,0 +1,3 @@
+versions:
+  ghec: '*'
+  ghae: 'issue-7818'
diff --git a/data/reusables/enterprise-accounts/security-tab.md b/data/reusables/enterprise-accounts/security-tab.md
index 021adcca4a..36f2a01533 100644
--- a/data/reusables/enterprise-accounts/security-tab.md
+++ b/data/reusables/enterprise-accounts/security-tab.md
@@ -1,2 +1,7 @@
+{%- ifversion ghec or ghes > 3.4 or ghae-issue-7875 %}
+1. In the left sidebar, click **Authentication security**.
+   {% ifversion ghae %}![Security tab in the enterprise account settings sidebar](/assets/images/enterprise/github-ae/enterprise-account-settings-authentication-security-tab.png){% else %}![Security tab in the enterprise account settings sidebar](/assets/images/help/business-accounts/enterprise-account-settings-authentication-security-tab.png){% endif %}
+{%- else %}
 1. In the left sidebar, click **Security**.
   {% ifversion ghae %}![Security tab in the enterprise account settings sidebar](/assets/images/enterprise/github-ae/enterprise-account-settings-security-tab.png){% else %}![Security tab in the enterprise account settings sidebar](/assets/images/help/business-accounts/enterprise-account-settings-security-tab.png){% endif %}
+{%- endif %}
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/about-adding-ip-allow-list-entries.md b/data/reusables/identity-and-permissions/about-adding-ip-allow-list-entries.md
new file mode 100644
index 0000000000..772581f87a
--- /dev/null
+++ b/data/reusables/identity-and-permissions/about-adding-ip-allow-list-entries.md
@@ -0,0 +1,3 @@
+You can create an IP allow list by adding entries that each contain an IP address or address range.{% ifversion ip-allow-list-address-check %} After you finish adding entries, you can check whether a particular IP address would be allowed by any of the enabled entries in your list.{% endif %}
+
+Before the list restricts access to {% ifversion ghae %}your enterprise{% else %}private assets owned by organizations in your enterprise{% endif %}, you must also enable allowed IP addresses.
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/about-checking-ip-address.md b/data/reusables/identity-and-permissions/about-checking-ip-address.md
new file mode 100644
index 0000000000..dfdc758f91
--- /dev/null
+++ b/data/reusables/identity-and-permissions/about-checking-ip-address.md
@@ -0,0 +1 @@
+You can check whether a particular IP address would be allowed by any of the enabled entries in your IP allow list, even if the list is not currently enabled.
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/about-editing-ip-allow-list-entries.md b/data/reusables/identity-and-permissions/about-editing-ip-allow-list-entries.md
new file mode 100644
index 0000000000..1e189b909d
--- /dev/null
+++ b/data/reusables/identity-and-permissions/about-editing-ip-allow-list-entries.md
@@ -0,0 +1,5 @@
+You can edit an entry in your IP allow list. If you edit an enabled entry, changes are enforced immediately. 
+
+{% ifversion ip-allow-list-address-check %} 
+After you finish editing entries, you can check whether a particular IP address would be allowed by any of the enabled entries in your list.
+{% endif %}
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/about-enabling-allowed-ip-addresses.md b/data/reusables/identity-and-permissions/about-enabling-allowed-ip-addresses.md
new file mode 100644
index 0000000000..dde4e9bc05
--- /dev/null
+++ b/data/reusables/identity-and-permissions/about-enabling-allowed-ip-addresses.md
@@ -0,0 +1,5 @@
+After you create an IP allow list, you can enable allowed IP addresses. When you enable allowed IP addresses, {% data variables.product.company_short %} immediately enforces any enabled entries in your IP allow list.
+
+{% ifversion ip-allow-list-address-check %} 
+Before you enable allowed IP addresses, you can check whether a particular IP address would be allowed by any of the enabled entries in your list. For more information, see "[Checking if an IP address is permitted](#checking-if-an-ip-address-is-permitted)."
+{% endif %}
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/check-ip-address-step.md b/data/reusables/identity-and-permissions/check-ip-address-step.md
new file mode 100644
index 0000000000..cb4ba79b1b
--- /dev/null
+++ b/data/reusables/identity-and-permissions/check-ip-address-step.md
@@ -0,0 +1,2 @@
+1. Under "Check your IP address", enter an IP address.
+   ![Screenshot of the "Check IP address" text field](/assets/images/help/security/check-ip-address.png)
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/check-ip-address.md b/data/reusables/identity-and-permissions/check-ip-address.md
new file mode 100644
index 0000000000..9a187752d6
--- /dev/null
+++ b/data/reusables/identity-and-permissions/check-ip-address.md
@@ -0,0 +1,3 @@
+{%- ifversion ip-allow-list-address-check %}
+1. Optionally, check if a particular IP address would be allowed by any of the enabled entries in your list. For more information, see "[Checking if an IP address is permitted](#checking-if-an-ip-address-is-permitted)."
+{%- endif %}
\ No newline at end of file
diff --git a/data/reusables/identity-and-permissions/ip-allow-lists-enable.md b/data/reusables/identity-and-permissions/ip-allow-lists-enable.md
index ada28fa49e..9b382356fa 100644
--- a/data/reusables/identity-and-permissions/ip-allow-lists-enable.md
+++ b/data/reusables/identity-and-permissions/ip-allow-lists-enable.md
@@ -1 +1,3 @@
-To enforce the IP allow list, you must first add IP addresses to the list, then enable the IP allow list. You must add your current IP address, or a matching range, before you enable the IP allow list.
+To enforce the IP allow list, you must first add IP addresses to the list, then enable the IP allow list.{% ifversion ip-allow-list-address-check %} After you complete your list, you can check whether a particular IP address would be allowed by any of the enabled entries in the list.{% endif %} 
+
+You must add your current IP address, or a matching range, before you enable the IP allow list.