diff --git a/website/content/docs/api-clients/desktop.mdx b/website/content/docs/api-clients/desktop.mdx
index ba74487f21..d4e0d8be98 100644
--- a/website/content/docs/api-clients/desktop.mdx
+++ b/website/content/docs/api-clients/desktop.mdx
@@ -10,7 +10,7 @@ description: >-
 Boundary Desktop is a standalone application that provides a simple interface
 for browsing and connecting to targets on your local computer (macOS and Windows
 currently supported). Launch a session in Boundary Desktop and then make a connection
-using your favorite tooling!
+using your favorite tooling.
 
 ## Get started
 
diff --git a/website/redirects.js b/website/redirects.js
index c5965c0864..534956fb63 100644
--- a/website/redirects.js
+++ b/website/redirects.js
@@ -40,6 +40,29 @@ module.exports = [
     destination: '/boundary/docs/:version/what-is-boundary',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:11|12|13|14|15)\\.x)/concepts/aliases',
+    destination: '/boundary/docs/:version/overview/what-is-boundary',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:11|12|13)\\.x)/concepts/connection-workflows/:slug*',
+    destination: '/boundary/docs/:version/overview/what-is-boundary',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:11|12|13|14|15|16|17)\\.x)/concepts/transparent-sessions',
+    destination: '/boundary/docs/:version/overview/what-is-boundary',
+    permanent: true,
+  },
+  {
+    source: '/boundary/docs/:version(v0\\.(?:11|12|13)\\.x)/concepts/workers',
+    destination: '/boundary/docs/:version/overview/what-is-boundary',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/roadmap',
     destination: '/boundary/docs/what-is-boundary',
@@ -210,6 +233,11 @@ module.exports = [
     destination: '/boundary/docs/getting-started',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/installing',
+    destination: '/boundary/docs/getting-started',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/installing',
     destination: '/boundary/docs/:version/deploy/self-managed',
@@ -225,6 +253,11 @@ module.exports = [
     destination: '/boundary/docs/getting-started/dev-mode',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/getting-started/dev-mode/dev-mode',
+    destination: '/boundary/docs/getting-started/dev-mode',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:9|10|11|12)\\.x)/getting-started/dev-mode',
@@ -253,6 +286,11 @@ module.exports = [
     destination: '/boundary/docs/getting-started/dev-mode/run-and-login',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/getting-started/run-and-login',
+    destination: '/boundary/docs/getting-started/dev-mode/run-and-login',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:9|10|11|12)\\.x)/getting-started/dev-mode/run-and-login',
@@ -332,6 +370,11 @@ module.exports = [
     destination: '/boundary/docs/architecture/system-requirements',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/installing/postgres',
+    destination: '/boundary/docs/architecture/system-requirements',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/oss/installing/postgres',
     destination: '/boundary/docs/:version/architecture/system-requirements',
@@ -365,6 +408,11 @@ module.exports = [
     destination: '/boundary/docs/architecture/recommended-architecture',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/installing/reference-architectures',
+    destination: '/boundary/docs/architecture/recommended-architecture',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:9|10|11|12)\\.x)/architecture/recommended-architecture',
@@ -451,6 +499,11 @@ module.exports = [
     destination: '/boundary/docs/architecture/high-availability',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/installing/high-availability',
+    destination: '/boundary/docs/architecture/high-availability',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:9|10|11|12)\\.x)/architecture/high-availability',
@@ -497,6 +550,11 @@ module.exports = [
     destination: '/boundary/docs/deploy/self-managed',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/deploy',
+    destination: '/boundary/docs/getting-started',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:13|14|15|16|17|18)\\.x)/deploy/self-managed',
@@ -603,6 +661,11 @@ module.exports = [
     destination: '/boundary/docs/deploy/self-managed/initialize',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/installing/no-gen-resources',
+    destination: '/boundary/docs/deploy/self-managed/initialize',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:9|10|11|12)\\.x)/deploy/self-managed/initialize',
@@ -687,6 +750,11 @@ module.exports = [
     destination: '/boundary/docs/deploy/self-managed/systemd',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/installing/systemd',
+    destination: '/boundary/docs/deploy/self-managed/systemd',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/oss/installing/systemd',
     destination: '/boundary/docs/:version/deploy/self-managed/systemd',
@@ -1050,6 +1118,16 @@ module.exports = [
     destination: '/boundary/docs/monitor/events/events',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/monitor/events',
+    destination: '/boundary/docs/monitor/events/events',
+    permanent: true,
+  },
+  {
+    source: '/boundary/docs/configuration/events/overview',
+    destination: '/boundary/docs/monitor/events/events',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/configuration/events',
     destination: '/boundary/docs/:version/monitor/events/events',
@@ -1182,6 +1260,17 @@ module.exports = [
     destination: '/boundary/docs/:version/configuration/worker/overview',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/:version(v0\\.(?:9)\\.x)/configuration/worker',
+    destination: '/boundary/docs/:version/configuration/worker/overview',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:10|11|12|13|14|15)\\.x)/configuration/worker/overview',
+    destination: '/boundary/docs/:version/configuration/worker',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/configuration/worker/worker-configuration',
     destination: '/boundary/docs/workers/registration',
@@ -1267,6 +1356,12 @@ module.exports = [
     destination: '/boundary/docs/:version/concepts/service-discovery',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:13|14|15|16|17|18)\\.x)/concepts/service-discovery',
+    destination: '/boundary/docs/:version/concepts/host-discovery',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:19)\\.x)/concepts/service-discovery',
@@ -1688,6 +1783,12 @@ module.exports = [
       '/boundary/docs/:version/session-recording/configuration/enable-session-recording',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/operations/manage-recorded-sessions',
+    destination:
+      '/boundary/docs/session-recording/configuration/manage-recorded-sessions',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/operations/session-recordings/manage-recorded-sessions',
@@ -1847,10 +1948,17 @@ module.exports = [
   },
   {
     source:
-      '/boundary/docs/:version(v0\\.(?:19)\\.x)/concepts/security/permissions/:slug*',
+      '/boundary/docs/:version(v0\\.(?:17|18)\\.x)/concepts/security/permissions/:slug*',
     destination: '/boundary/docs/:version/rbac/:slug*',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:19)\\.x)/concepts/security/permissions/:slug*',
+    destination:
+      '/boundary/docs/:version/configuration/identity-access-management/:slug*',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|1|14|15|16)\\.x)/rbac',
@@ -1979,6 +2087,19 @@ module.exports = [
       '/boundary/docs/:version/concepts/filtering/oidc-managed-groups',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:4|5|6|7|8|9|10|11|12|13|14|15)\\.x)/concepts/filtering/managed-groups',
+    destination:
+      '/boundary/docs/:version/concepts/filtering/oidc-managed-groups',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:16|17|18)\\.x)/concepts/filtering/oidc-managed-groups',
+    destination: '/boundary/docs/:version/concepts/filtering/managed-groups',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:19)\\.x)/concepts/filtering/oidc-managed-groups',
@@ -2048,6 +2169,12 @@ module.exports = [
     destination: '/boundary/docs/client-agent',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14|15|16|17)\\.x)/api-clients/client-agent',
+    destination: '/boundary/docs/:version',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:18)\\.x)/client-agent',
     destination: '/boundary/docs/:version/api-clients/client-agent',
@@ -2058,11 +2185,34 @@ module.exports = [
     destination: '/boundary/docs/:version/client-agent',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14|15|16|17)\\.x)/client-agent/:slug*',
+    destination: '/boundary/docs/:version',
+    permanent: true,
+  },
+  {
+    source: '/boundary/docs/:version(v0\\.(?:18)\\.x)/client-agent/:slug*',
+    destination: '/boundary/docs/:version/api-clients/client-agent',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/api-clients/client-cache',
     destination: '/boundary/docs/client-cache',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/api-clients/client-cache',
+    destination: '/boundary/docs/:version/api-clients/api',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/client-cache',
+    destination: '/boundary/docs/:version/api-clients/api',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:15|16|17|18)\\.x)/client-cache',
     destination: '/boundary/docs/:version/api-clients/client-cache',
@@ -2094,6 +2244,17 @@ module.exports = [
     destination: '/boundary/docs/api/pagination',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:13|14)\\.x)/api-clients/api/pagination',
+    destination: '/boundary/docs/:version/api-clients/api',
+    permanent: true,
+  },
+  {
+    source: '/boundary/docs/:version(v0\\.(?:13|14)\\.x)/api/pagination',
+    destination: '/boundary/docs/:version/api-clients/api',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/:version(v0\\.(?:15|16|17|18)\\.x)/api/pagination',
     destination: '/boundary/docs/:version/api-clients/api/pagination',
@@ -2110,6 +2271,17 @@ module.exports = [
     destination: '/boundary/docs/api/rate-limiting',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:13|14)\\.x)/api-clients/api/rate-limiting',
+    destination: '/boundary/docs/:version/api-clients/api',
+    permanent: true,
+  },
+  {
+    source: '/boundary/docs/:version(v0\\.(?:13|14)\\.x)/api/rate-limiting',
+    destination: '/boundary/docs/:version/api-clients/api',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:15|16|17|18)\\.x)/api/rate-limiting',
@@ -2134,26 +2306,88 @@ module.exports = [
     permanent: true,
   },
   {
-    source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/api-clients/cli',
+    source:
+      '/boundary/docs/:version(v0\\.(?:13|14|15|16|17|18|19)\\.x)/api-clients/cli',
     destination: '/boundary/docs/:version/commands',
     permanent: true,
   },
   {
     source:
-      '/boundary/docs/:version(v0\\.(?:19)\\.x)/commands/connect/cassandra',
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14|15|16|17|18|19)\\.x)/commands/connect/cassandra',
     destination: '/boundary/docs/:version/commands',
     permanent: true,
   },
   {
-    source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/commands/connect/mysql',
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14|15|16|17|18|19)\\.x)/commands/connect/mysql',
     destination: '/boundary/docs/:version/commands',
     permanent: true,
   },
   {
-    source: '/boundary/docs/:version(v0\\.(?:19)\\.x)/commands/daemon/:slug*',
+    source: '/boundary/docs/commands/daemon/:slug*',
+    destination: '/boundary/docs/commands/cache/:slug*',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14|15|16)\\.x)/commands/cache/:slug*',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/daemon/:slug*',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:17|18|19)\\.x)/commands/daemon/:slug*',
     destination: '/boundary/docs/:version/commands/cache/:slug*',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/delete',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/read',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/search',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/update',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/roles/add-grant-scopes',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/roles/remove-grant-scopes',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/commands/roles/set-grant-scopes',
+    destination: '/boundary/docs/:version/commands',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/concepts/domain-model',
     destination: '/boundary/docs/domain-model',
@@ -2187,6 +2421,12 @@ module.exports = [
     destination: '/boundary/docs/domain-model/aliases',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:11|12|13|14|15)\\.x)/concepts/domain-model/aliases',
+    destination: '/boundary/docs/:version/concepts/domain-model',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:16|17|18)\\.x)/domain-model/aliases',
@@ -2368,12 +2608,35 @@ module.exports = [
     destination: '/boundary/docs/domain-model/storage-policy',
     permanent: true,
   },
+  {
+    source: '/boundary/docs/concepts/domain-model/storage-policies',
+    destination: '/boundary/docs/domain-model/storage-policy',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/concepts/domain-model/storage-policy',
+    destination: '/boundary/docs/:version/concepts/domain-model',
+    permanent: true,
+  },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:1|2|3|4|5|6|7|8|9|10|11|12|13|14)\\.x)/concepts/domain-model/storage-policies',
+    destination: '/boundary/docs/:version/concepts/domain-model',
+    permanent: true,
+  },
   {
     source:
       '/boundary/docs/:version(v0\\.(?:15|16|17|18)\\.x)/domain-model/storage-policy',
     destination: '/boundary/docs/:version/concepts/domain-model/storage-policy',
     permanent: true,
   },
+  {
+    source:
+      '/boundary/docs/:version(v0\\.(?:15|16|17|18)\\.x)/concepts/domain-model/storage-policies',
+    destination: '/boundary/docs/:version/concepts/domain-model/storage-policy',
+    permanent: true,
+  },
   {
     source: '/boundary/docs/concepts/domain-model/targets',
     destination: '/boundary/docs/domain-model/targets',