diff --git a/assets/locales/en.json b/assets/locales/en.json
index d6d27b3fb..0d892d513 100644
--- a/assets/locales/en.json
+++ b/assets/locales/en.json
@@ -37,6 +37,7 @@
   "close": "Close",
   "ok": "OK",
   "cancel": "Cancel",
+  "enable": "Enable",
   "reportTheError": "Report the error",
   "restartIpfsDesktop": "Restart IPFS Desktop",
   "openLogs": "Open logs",
@@ -150,6 +151,32 @@
     "title": "IPFS on PATH",
     "message": "Could not add IPFS to the PATH."
   },
+  "launchAtLoginNotSupported": {
+    "title": "Launch at login",
+    "message": "Launch at login is not supported on your platform."
+  },
+  "launchAtLoginFailed": {
+    "title": "Launch at login",
+    "message": "Launch at login could not be enabled on your machine."
+  },
+  "ipfsOnPathInstall": {
+    "title": "Install IPFS on PATH",
+    "message": "By enabling this option, IPFS will be available on your command line as \"ipfs\". This action is reversible.",
+    "action": "Install"
+  },
+  "ipfsOnPathUninstall": {
+    "title": "Uninstall IPFS on PATH",
+    "message": "By disabling this option, IPFS will no longer be available on your command line as \"ipfs\".",
+    "action": "Uninstall"
+  },
+  "enableGlobalTakeScreenshotShortcut": {
+    "title": "Take screenshot shortcut",
+    "message": "By enabling this, the shortcut { accelerator } will be available to take screenshots as long as IPFS Desktop is running."
+  },
+  "enableGlobalDownloadShortcut": {
+    "title": "Download shortcut",
+    "message": "By enabling this, the shortcut { accelerator } will be available to download files as long as IPFS Desktop is running."
+  },
   "settings": {
     "settings": "Settings",
     "preferences": "Preferences",
diff --git a/src/auto-launch.js b/src/auto-launch.js
index cfd0a229e..0ae30f56b 100644
--- a/src/auto-launch.js
+++ b/src/auto-launch.js
@@ -1,4 +1,5 @@
 const { app } = require('electron')
+const i18n = require('i18next')
 const os = require('os')
 const path = require('path')
 const fs = require('fs-extra')
@@ -7,6 +8,7 @@ const createToggler = require('./create-toggler')
 const logger = require('./common/logger')
 const store = require('./common/store')
 const { IS_MAC, IS_WIN } = require('./common/consts')
+const { showDialog, recoverableErrorDialog } = require('./dialogs')
 
 const CONFIG_KEY = 'autoLaunch'
 
@@ -48,21 +50,39 @@ async function disable () {
 }
 
 module.exports = async function () {
-  const activate = async (value, oldValue) => {
+  const activate = async ({ newValue, oldValue, feedback }) => {
     if (process.env.NODE_ENV === 'development') {
       logger.info('[launch on startup] unavailable during development')
+
+      if (feedback) {
+        showDialog({
+          title: 'Launch at Login',
+          message: 'Not available during development.',
+          buttons: [i18n.t('close')]
+        })
+      }
+
       return
     }
 
     if (!isSupported()) {
       logger.info('[launch on startup] not supported on this platform')
+
+      if (feedback) {
+        showDialog({
+          title: i18n.t('launchAtLoginNotSupported.title'),
+          message: i18n.t('launchAtLoginNotSupported.message'),
+          buttons: [i18n.t('close')]
+        })
+      }
+
       return false
     }
 
-    if (value === oldValue) return
+    if (newValue === oldValue) return
 
     try {
-      if (value === true) {
+      if (newValue === true) {
         await enable()
         logger.info('[launch on startup] enabled')
       } else {
@@ -73,12 +93,21 @@ module.exports = async function () {
       return true
     } catch (err) {
       logger.error(`[launch on startup] ${err.toString()}`)
+
+      if (feedback) {
+        recoverableErrorDialog(err, {
+          title: i18n.t('launchAtLoginFailed.title'),
+          message: i18n.t('launchAtLoginFailed.message')
+        })
+      }
+
       return false
     }
   }
 
-  activate(store.get(CONFIG_KEY, false))
+  activate({ newValue: store.get(CONFIG_KEY, false) })
   createToggler(CONFIG_KEY, activate)
 }
 
 module.exports.CONFIG_KEY = CONFIG_KEY
+module.exports.isSupported = isSupported
diff --git a/src/create-toggler.js b/src/create-toggler.js
index 98a974bb2..0ba178b72 100644
--- a/src/create-toggler.js
+++ b/src/create-toggler.js
@@ -10,7 +10,7 @@ module.exports = function (settingsOption, activate) {
     // TODO: refactor: tell the user if didn't work or not available.
     // Receive prompt() to ask user if they're sure they want to enable for some.
 
-    if (await activate(newValue, oldValue)) {
+    if (await activate({ newValue, oldValue, feedback: true })) {
       store.set(settingsOption, newValue)
 
       const action = newValue ? 'enabled' : 'disabled'
diff --git a/src/dialogs/errors.js b/src/dialogs/errors.js
index bd6851667..6aa10eb60 100644
--- a/src/dialogs/errors.js
+++ b/src/dialogs/errors.js
@@ -47,7 +47,7 @@ function criticalErrorDialog (e) {
 // Shows a recoverable error dialog with the default title and message.
 // Passing an options object alongside the error can be used to override
 // the title and message.
-function recoverableErrorDialog (e, options = {}) {
+function recoverableErrorDialog (e, options) {
   const cfg = {
     title: i18n.t('recoverableErrorDialog.title'),
     message: i18n.t('recoverableErrorDialog.message'),
@@ -59,12 +59,14 @@ function recoverableErrorDialog (e, options = {}) {
     ]
   }
 
-  if (options.title) {
-    cfg.title = options.title
-  }
+  if (options) {
+    if (options.title) {
+      cfg.title = options.title
+    }
 
-  if (options.message) {
-    cfg.message = options.message
+    if (options.message) {
+      cfg.message = options.message
+    }
   }
 
   const option = dialog(cfg)
diff --git a/src/download-hash.js b/src/download-hash.js
index a73bbd00c..804518f31 100644
--- a/src/download-hash.js
+++ b/src/download-hash.js
@@ -88,7 +88,11 @@ async function downloadHash (ctx) {
 }
 
 module.exports = function (ctx) {
-  setupGlobalShortcut(ctx, {
+  setupGlobalShortcut({
+    confirmationDialog: {
+      title: i18n.t('enableGlobalDownloadShortcut.title'),
+      message: i18n.t('enableGlobalDownloadShortcut.message', { accelerator: SHORTCUT })
+    },
     settingsOption: CONFIG_KEY,
     accelerator: SHORTCUT,
     action: () => {
diff --git a/src/exec-or-sudo.js b/src/exec-or-sudo.js
index 2a05a4c95..1163e4e2f 100644
--- a/src/exec-or-sudo.js
+++ b/src/exec-or-sudo.js
@@ -15,7 +15,7 @@ const env = {
   sudo: 'env ELECTRON_RUN_AS_NODE=1'
 }
 
-const getResult = (err, stdout, stderr, scope, failSilently) => {
+const getResult = (err, stdout, stderr, scope, failSilently, errorOptions) => {
   if (stdout) {
     logger.info(`[${scope}] sudo: stdout: ${stdout.toString().trim()}`)
   }
@@ -37,14 +37,14 @@ const getResult = (err, stdout, stderr, scope, failSilently) => {
     } else if (str.includes('User did not grant permission')) {
       dialog.showErrorBox(i18n.t('noPermissionDialog.title'), i18n.t('noPermissionDialog.message'))
     } else {
-      recoverableErrorDialog(err)
+      recoverableErrorDialog(err, errorOptions)
     }
   }
 
   return false
 }
 
-module.exports = async function ({ script, scope, failSilently, trySudo = true }) {
+module.exports = async function ({ script, scope, failSilently, trySudo = true, errorOptions }) {
   const dataArg = `--data="${app.getPath('userData')}"`
   let err = null
 
@@ -61,7 +61,7 @@ module.exports = async function ({ script, scope, failSilently, trySudo = true }
 
   if (!trySudo) {
     if (!failSilently) {
-      recoverableErrorDialog(err)
+      recoverableErrorDialog(err, errorOptions)
     }
 
     return false
@@ -71,7 +71,7 @@ module.exports = async function ({ script, scope, failSilently, trySudo = true }
   const command = `${env.sudo} "${process.execPath}" "${script}" ${dataArg}`
   return new Promise(resolve => {
     sudo.exec(command, { name: 'IPFS Desktop' }, (err, stdout, stderr) => {
-      resolve(getResult(err, stdout, stderr, scope, failSilently))
+      resolve(getResult(err, stdout, stderr, scope, failSilently, errorOptions))
     })
   })
 }
diff --git a/src/ipfs-on-path/index.js b/src/ipfs-on-path/index.js
index 3d0fbed4d..3fc0ba3bf 100644
--- a/src/ipfs-on-path/index.js
+++ b/src/ipfs-on-path/index.js
@@ -7,14 +7,49 @@ const execOrSudo = require('../exec-or-sudo')
 const logger = require('../common/logger')
 const store = require('../common/store')
 const { IS_WIN } = require('../common/consts')
-const { recoverableErrorDialog } = require('../dialogs')
+const { showDialog, recoverableErrorDialog } = require('../dialogs')
 
 const CONFIG_KEY = 'ipfsOnPath'
 
-module.exports = async function (ctx) {
-  createToggler(CONFIG_KEY, async (value, oldValue) => {
-    if (value === oldValue || (oldValue === null && !value)) return
-    if (value === true) return run('install')
+const errorMessage = {
+  title: i18n.t('cantAddIpfsToPath.title'),
+  message: i18n.t('cantAddIpfsToPath.message')
+}
+
+module.exports = async function () {
+  createToggler(CONFIG_KEY, async ({ newValue, oldValue }) => {
+    if (newValue === oldValue || (oldValue === null && !newValue)) {
+      return
+    }
+
+    if (newValue === true) {
+      if (showDialog({
+        title: i18n.t('ipfsOnPathInstall.title'),
+        message: i18n.t('ipfsOnPathInstall.message'),
+        buttons: [
+          i18n.t('ipfsOnPathInstall.action'),
+          i18n.t('cancel')
+        ]
+      }) !== 0) {
+        // User canceled
+        return
+      }
+
+      return run('install')
+    }
+
+    if (showDialog({
+      title: i18n.t('ipfsOnPathUninstall.title'),
+      message: i18n.t('ipfsOnPathUninstall.message'),
+      buttons: [
+        i18n.t('ipfsOnPathUninstall.action'),
+        i18n.t('cancel')
+      ]
+    }) !== 0) {
+      // User canceled
+      return
+    }
+
     return run('uninstall')
   })
 
@@ -56,10 +91,7 @@ async function runWindows (script, { failSilently }) {
         logger.error(`[ipfs on path] ${err.toString()}`)
 
         if (!failSilently) {
-          recoverableErrorDialog(err, {
-            title: i18n.t('cantAddIpfsToPath.title'),
-            message: i18n.t('cantAddIpfsToPath.message')
-          })
+          recoverableErrorDialog(err, errorMessage)
         }
 
         return resolve(false)
@@ -80,6 +112,7 @@ async function run (script, { trySudo = true, failSilently = false } = {}) {
     script: join(__dirname, `./scripts/${script}.js`),
     scope: 'ipfs on path',
     trySudo,
-    failSilently
+    failSilently,
+    errorOptions: errorMessage
   })
 }
diff --git a/src/npm-on-ipfs/index.js b/src/npm-on-ipfs/index.js
index bad403fe9..81e801be2 100644
--- a/src/npm-on-ipfs/index.js
+++ b/src/npm-on-ipfs/index.js
@@ -9,14 +9,14 @@ const CONFIG_KEY = 'experiments.npmOnIpfs'
 module.exports = function (ctx) {
   let interval = null
 
-  createToggler(CONFIG_KEY, async (value, oldValue) => {
-    if (value === oldValue || oldValue === null) return true
+  createToggler(CONFIG_KEY, async ({ newValue, oldValue }) => {
+    if (newValue === oldValue || oldValue === null) return true
 
     // If the user is telling to (un)install even though they have (un)installed
     // ipfs-npm package manually.
-    const manual = isPkgInstalled() === value
+    const manual = isPkgInstalled() === newValue
 
-    if (value === true) {
+    if (newValue === true) {
       if (!manual && !await pkg.install()) return false
       interval = setInterval(existsAndUpdate, 43200000) // every 12 hours
       return true
diff --git a/src/setup-global-shortcut.js b/src/setup-global-shortcut.js
index bf3c3f7da..5b68eecbf 100644
--- a/src/setup-global-shortcut.js
+++ b/src/setup-global-shortcut.js
@@ -1,15 +1,30 @@
 const { globalShortcut, ipcMain } = require('electron')
+const i18n = require('i18next')
 const createToggler = require('./create-toggler')
 const store = require('./common/store')
 const { IS_MAC } = require('./common/consts')
+const { showDialog } = require('./dialogs')
 
 // This function registers a global shortcut/accelerator with a certain action
 // and (de)activates it according to its 'settingsOption' value on settings.
-module.exports = function (ctx, { settingsOption, accelerator, action }) {
-  const activate = (value, oldValue) => {
-    if (value === oldValue) return
+module.exports = function ({ settingsOption, accelerator, action, confirmationDialog }) {
+  const activate = ({ newValue, oldValue }) => {
+    if (newValue === oldValue) return
+
+    if (newValue === true) {
+      if (confirmationDialog) {
+        if (showDialog({
+          ...confirmationDialog,
+          buttons: [
+            i18n.t('enable'),
+            i18n.t('cancel')
+          ]
+        }) !== 0) {
+          // User canceled
+          return
+        }
+      }
 
-    if (value === true) {
       globalShortcut.register(accelerator, action)
     } else {
       globalShortcut.unregister(accelerator)
@@ -18,7 +33,7 @@ module.exports = function (ctx, { settingsOption, accelerator, action }) {
     return true
   }
 
-  activate(store.get(settingsOption, false))
+  activate({ newValue: store.get(settingsOption, false) })
   createToggler(settingsOption, activate)
 
   if (!IS_MAC) {
diff --git a/src/take-screenshot.js b/src/take-screenshot.js
index 079c2ed73..c87ec385a 100644
--- a/src/take-screenshot.js
+++ b/src/take-screenshot.js
@@ -102,7 +102,11 @@ function takeScreenshot (ctx) {
 }
 
 module.exports = function (ctx) {
-  setupGlobalShortcut(ctx, {
+  setupGlobalShortcut({
+    confirmationDialog: {
+      title: i18n.t('enableGlobalTakeScreenshotShortcut.title'),
+      message: i18n.t('enableGlobalTakeScreenshotShortcut.message', { accelerator: SHORTCUT })
+    },
     settingsOption: CONFIG_KEY,
     accelerator: SHORTCUT,
     action: () => {
diff --git a/src/tray.js b/src/tray.js
index 898869be6..80f0ca6c2 100644
--- a/src/tray.js
+++ b/src/tray.js
@@ -11,7 +11,7 @@ const runGarbageCollector = require('./run-gc')
 
 const { SHORTCUT: SCREENSHOT_SHORTCUT, CONFIG_KEY: SCREENSHOT_KEY, takeScreenshot } = require('./take-screenshot')
 const { SHORTCUT: HASH_SHORTCUT, CONFIG_KEY: HASH_KEY, downloadHash } = require('./download-hash')
-const { CONFIG_KEY: AUTO_LAUNCH_KEY } = require('./auto-launch')
+const { CONFIG_KEY: AUTO_LAUNCH_KEY, isSupported: supportsLaunchAtLogin } = require('./auto-launch')
 const { CONFIG_KEY: IPFS_PATH_KEY } = require('./ipfs-on-path')
 const { CONFIG_KEY: NPM_IPFS_KEY } = require('./npm-on-ipfs')
 
@@ -232,6 +232,8 @@ module.exports = function (ctx) {
   const updateStatus = data => {
     status = data
 
+    menu.getMenuItemById(AUTO_LAUNCH_KEY).enabled = supportsLaunchAtLogin()
+
     menu.getMenuItemById('ipfsIsStarting').visible = status === STATUS.STARTING_STARTED
     menu.getMenuItemById('ipfsIsRunning').visible = status === STATUS.STARTING_FINISHED
     menu.getMenuItemById('ipfsIsStopping').visible = status === STATUS.STOPPING_STARTED