diff --git a/website/src/app/docs/administer/readme.mdx b/website/src/app/docs/administer/readme.mdx
index b32f8bde2..11944249c 100644
--- a/website/src/app/docs/administer/readme.mdx
+++ b/website/src/app/docs/administer/readme.mdx
@@ -1,6 +1,6 @@
 # Administer Firezone
 
-Guides for common workflows your end users will undertake.
+Guides for day-to-day management tasks of your Firezone instance.
 
 1. [Backup](/docs/administer/backup)
 1. [Debug Logs](/docs/administer/debug-logs)
diff --git a/website/src/components/DocsSidebar/index.tsx b/website/src/components/DocsSidebar/index.tsx
index 598000a0f..703daf7b8 100644
--- a/website/src/components/DocsSidebar/index.tsx
+++ b/website/src/components/DocsSidebar/index.tsx
@@ -204,6 +204,9 @@ export default function DocsSidebar() {
               expanded={p.startsWith("/docs/administer/migrate")}
               label="Administer"
             >
+              <li>
+                <Item href="/docs/administer" label="Overview" />
+              </li>
               <li>
                 <Item
                   href="/docs/administer/migrate"
@@ -241,6 +244,9 @@ export default function DocsSidebar() {
               expanded={p.startsWith("/docs/user-guides")}
               label="User Guides"
             >
+              <li>
+                <Item href="/docs/user-guides" label="Overview" />
+              </li>
               <li>
                 <Item href="/docs/user-guides/add-users" label="Add Users" />
               </li>
@@ -267,6 +273,9 @@ export default function DocsSidebar() {
                   expanded={p.startsWith("/docs/user-guides/use-cases")}
                   label="Common Use Cases"
                 >
+                  <li>
+                    <Item href="/docs/user-guides/use-cases" label="Overview" />
+                  </li>
                   <li>
                     <Item
                       href="/docs/user-guides/use-cases/split-tunnel"