diff --git a/messages/en-US.json b/messages/en-US.json
index b55e2f6c5..8a1cfc414 100644
--- a/messages/en-US.json
+++ b/messages/en-US.json
@@ -1743,10 +1743,10 @@
     "enableDockerSocket": "Enable Docker Blueprint",
     "enableDockerSocketDescription": "Enable Docker Socket label scraping for blueprint labels. Socket path must be provided to the site connector. Read about how this works in <docsLink>the documentation</docsLink>.",
     "newtAutoUpdate": "Enable Site Auto-Update",
-    "newtAutoUpdateDescription": "When enabled, site connectors will automatically update to the latest version when a new release is available.",
+    "newtAutoUpdateDescription": "When enabled, site connectors will automatically download the latest version and restart themselves. This can be overridden on a per-site basis.",
     "siteAutoUpdate": "Site Auto-Update",
     "siteAutoUpdateLabel": "Enable Auto-Update",
-    "siteAutoUpdateDescription": "Control whether this site's connector automatically downloads the latest version.",
+    "siteAutoUpdateDescription": "When enabled, this site's connector will automatically download the latest version and restart itself.",
     "siteAutoUpdateOrgDefault": "Organization default: {state}",
     "siteAutoUpdateOverriding": "Overriding organization setting",
     "siteAutoUpdateResetToOrg": "Reset to Organization Default",
diff --git a/src/app/[orgId]/settings/general/page.tsx b/src/app/[orgId]/settings/general/page.tsx
index bef9b0cd7..0ebfae651 100644
--- a/src/app/[orgId]/settings/general/page.tsx
+++ b/src/app/[orgId]/settings/general/page.tsx
@@ -42,6 +42,7 @@ import { SwitchInput } from "@app/components/SwitchInput";
 import { usePaidStatus } from "@app/hooks/usePaidStatus";
 import { tierMatrix, TierFeature } from "@server/lib/billing/tierMatrix";
 import { PaidFeaturesAlert } from "@app/components/PaidFeaturesAlert";
+import { ExternalLink } from "lucide-react";
 
 // Schema for general organization settings
 const GeneralFormSchema = z.object({
@@ -279,7 +280,16 @@ function GeneralSectionForm({ org }: SectionFormProps) {
                                             />
                                         </FormControl>
                                         <FormDescription>
-                                            {t("newtAutoUpdateDescription")}
+                                            {t("newtAutoUpdateDescription")}{" "}
+                                            <a
+                                                href="https://docs.pangolin.net/manage/sites/configure-site#auto-update"
+                                                target="_blank"
+                                                rel="noopener noreferrer"
+                                                className="text-primary hover:underline inline-flex items-center gap-1"
+                                            >
+                                                {t("learnMore")}
+                                                <ExternalLink className="size-3.5 shrink-0" />
+                                            </a>
                                         </FormDescription>
                                         <FormMessage />
                                     </FormItem>
diff --git a/src/app/[orgId]/settings/sites/[niceId]/general/page.tsx b/src/app/[orgId]/settings/sites/[niceId]/general/page.tsx
index 92093591b..4f1b8035f 100644
--- a/src/app/[orgId]/settings/sites/[niceId]/general/page.tsx
+++ b/src/app/[orgId]/settings/sites/[niceId]/general/page.tsx
@@ -293,7 +293,7 @@ export default function GeneralPage() {
                                                                     type="button"
                                                                     variant="link"
                                                                     size="sm"
-                                                                    className="text-sm text-muted-foreground underline px-0"
+                                                                    className="text-sm text-muted-foreground px-0"
                                                                     onClick={() => {
                                                                         form.setValue(
                                                                             "autoUpdateOverrideOrg",
@@ -315,7 +315,16 @@ export default function GeneralPage() {
                                                     <FormDescription>
                                                         {t(
                                                             "siteAutoUpdateDescription"
-                                                        )}
+                                                        )}{" "}
+                                                        <a
+                                                            href="https://docs.pangolin.net/manage/sites/configure-site#auto-update"
+                                                            target="_blank"
+                                                            rel="noopener noreferrer"
+                                                            className="text-primary hover:underline inline-flex items-center gap-1"
+                                                        >
+                                                            {t("learnMore")}
+                                                            <ExternalLink className="size-3.5 shrink-0" />
+                                                        </a>
                                                     </FormDescription>
                                                     <FormMessage />
                                                 </FormItem>