diff --git a/app/actions/definitions/documents.tsx b/app/actions/definitions/documents.tsx
index 68237119d..56c858505 100644
--- a/app/actions/definitions/documents.tsx
+++ b/app/actions/definitions/documents.tsx
@@ -17,6 +17,7 @@ import {
   TrashIcon,
   CrossIcon,
   ArchiveIcon,
+  ShuffleIcon,
 } from "outline-icons";
 import * as React from "react";
 import { getEventFiles } from "@shared/utils/files";
@@ -416,6 +417,24 @@ export const createTemplate = createAction({
   },
 });
 
+export const openRandomDocument = createAction({
+  id: "random",
+  section: DocumentSection,
+  name: ({ t }) => t(`Open random document`),
+  icon: <ShuffleIcon />,
+  perform: ({ stores, activeDocumentId }) => {
+    const documentPaths = stores.collections.pathsToDocuments.filter(
+      (path) => path.type === "document" && path.id !== activeDocumentId
+    );
+    const documentPath =
+      documentPaths[Math.round(Math.random() * documentPaths.length)];
+
+    if (documentPath) {
+      history.push(documentPath.url);
+    }
+  },
+});
+
 export const searchDocumentsForQuery = (searchQuery: string) =>
   createAction({
     id: "search",
@@ -566,6 +585,7 @@ export const rootDocumentActions = [
   unsubscribeDocument,
   duplicateDocument,
   moveDocument,
+  openRandomDocument,
   permanentlyDeleteDocument,
   printDocument,
   pinDocumentToCollection,
diff --git a/package.json b/package.json
index 7367fb9a2..2dc785ca6 100644
--- a/package.json
+++ b/package.json
@@ -138,7 +138,7 @@
     "natural-sort": "^1.0.0",
     "node-fetch": "2.6.7",
     "nodemailer": "^6.6.1",
-    "outline-icons": "^1.44.0",
+    "outline-icons": "^1.45.1",
     "oy-vey": "^0.11.2",
     "passport": "^0.6.0",
     "passport-google-oauth2": "^0.2.0",
diff --git a/shared/i18n/locales/en_US/translation.json b/shared/i18n/locales/en_US/translation.json
index e0437b7af..b24ff167e 100644
--- a/shared/i18n/locales/en_US/translation.json
+++ b/shared/i18n/locales/en_US/translation.json
@@ -31,6 +31,7 @@
   "Import document": "Import document",
   "Templatize": "Templatize",
   "Create template": "Create template",
+  "Open random document": "Open random document",
   "Search documents for \"{{searchQuery}}\"": "Search documents for \"{{searchQuery}}\"",
   "Move": "Move",
   "Move {{ documentName }}": "Move {{ documentName }}",
diff --git a/yarn.lock b/yarn.lock
index 93879b0cc..01b6b4d64 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -11379,10 +11379,10 @@ os-browserify@^0.3.0:
   resolved "https://registry.yarnpkg.com/os-browserify/-/os-browserify-0.3.0.tgz#854373c7f5c2315914fc9bfc6bd8238fdda1ec27"
   integrity sha1-hUNzx/XCMVkU/Jv8a9gjj92h7Cc=
 
-outline-icons@^1.44.0:
-  version "1.44.0"
-  resolved "https://registry.yarnpkg.com/outline-icons/-/outline-icons-1.44.0.tgz#ce9fd272f0556db9b05b5615f87c12b16bd18ea0"
-  integrity sha512-nkKGXuGbOgZjPkyVpZZu7CIDrfmt2eER+3RWfE1LU/GqHkuUt0c5JpCsEyhxXAPMUW09q4sDvHjLVge7DUWeYg==
+outline-icons@^1.45.1:
+  version "1.45.1"
+  resolved "https://registry.yarnpkg.com/outline-icons/-/outline-icons-1.45.1.tgz#5da1280057e3922e4db5282718d017ba66ff5dcd"
+  integrity sha512-L982CsD573pEZRwMLvwcAP2XSu0HS+ITwuD1vncM6JyLhcGNA1M6IXX8OTW99BouU05gsIO1eV9rYmpBlaOVcg==
 
 oy-vey@^0.11.2:
   version "0.11.2"