diff --git a/CHANGELOG.md b/CHANGELOG.md
index 86a37d5bdb1b4a4195e9c4046c062f68de85b1d8..171924d28652335849b0f53d5c6520841c34cd8d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -55,6 +55,7 @@ entry.
 - Remove 'Edit' button from wiki edit view !7143 (Hiroyuki Sato)
 - Cleaned up global namespace JS !19661 (Jose Ivan Vargas)
 - Refactor Jira service to use jira-ruby gem
+- Show random messages when the To Do list is empty. !13823 (jllaneras)
 - Improved todos empty state
 - Add hover to trash icon in notes !7008 (blackst0ne)
 - Hides project activity tabs when features are disabled
diff --git a/app/controllers/dashboard/todos_controller.rb b/app/controllers/dashboard/todos_controller.rb
index d425d0f90146c918d428856ae977cabc5fdca5b6..ca65f75daacf391a7f42c7497acc882856726963 100644
--- a/app/controllers/dashboard/todos_controller.rb
+++ b/app/controllers/dashboard/todos_controller.rb
@@ -4,6 +4,10 @@ class Dashboard::TodosController < Dashboard::ApplicationController
   def index
     @sort = params[:sort]
     @todos = @todos.page(params[:page])
+
+    if @todos.empty? && current_user.todos.any?
+      @no_todos_message = Gitlab.config.gitlab.no_todos_messages.sample
+    end
   end
 
   def destroy
diff --git a/app/helpers/todos_helper.rb b/app/helpers/todos_helper.rb
index 09c6978679137bc1e69b71d448d8f8a4c5340819..b7ca48ffa08bde77a4f12694ccf5889bc6c7d06e 100644
--- a/app/helpers/todos_helper.rb
+++ b/app/helpers/todos_helper.rb
@@ -138,9 +138,20 @@ module TodosHelper
     end
   end
 
+  def no_todos_message
+    message, author = @no_todos_message.values_at('message', 'author')
+
+    if author
+      message +=  " -- " + author
+    end
+    
+   message
+  end
+
   private
 
   def show_todo_state?(todo)
     (todo.target.is_a?(MergeRequest) || todo.target.is_a?(Issue)) && ['closed', 'merged'].include?(todo.target.state)
   end
+
 end
diff --git a/app/views/dashboard/todos/index.html.haml b/app/views/dashboard/todos/index.html.haml
index 5b2465e25ee75d751919a6b5b16d2d344f6377cb..773645707d3aa3c57e9cb6c70661f9d6d1d0772a 100644
--- a/app/views/dashboard/todos/index.html.haml
+++ b/app/views/dashboard/todos/index.html.haml
@@ -84,7 +84,7 @@
       = render "shared/empty_states/todos_all_done.svg"
       - if todos_filter_empty?
         %h4.text-center
-          Good job! Looks like you don't have any todos left.
+          = no_todos_message
         %p.text-center
           Are you looking for things to do? Take a look at
           = succeed "," do
diff --git a/config/initializers/1_settings.rb b/config/initializers/1_settings.rb
index 9fec2ad6bf77018513ea8a65e1de26f795245ec2..9ddd15548111aa78dd7457ece5e8a4be3ef1f694 100644
--- a/config/initializers/1_settings.rb
+++ b/config/initializers/1_settings.rb
@@ -215,6 +215,7 @@ Settings.gitlab.default_projects_features['visibility_level']   = Settings.send(
 Settings.gitlab['domain_whitelist'] ||= []
 Settings.gitlab['import_sources'] ||= %w[github bitbucket gitlab google_code fogbugz git gitlab_project]
 Settings.gitlab['trusted_proxies'] ||= []
+Settings.gitlab['no_todos_messages'] ||= YAML.load_file(Rails.root.join('config', 'no_todos_messages.yml'))
 
 #
 # CI
diff --git a/config/no_todos_messages.yml b/config/no_todos_messages.yml
new file mode 100644
index 0000000000000000000000000000000000000000..92182d100e8ad85dbb7100132fb03d528757e133
--- /dev/null
+++ b/config/no_todos_messages.yml
@@ -0,0 +1,16 @@
+# When the Todos list on the user's dashboard is empty, one of the messages below shows up randomly.
+#
+# If you come up with a fun one, please feel free to contribute it to GitLab!
+# https://about.gitlab.com/contributing/
+
+--- 
+-
+  message: "Good job! Looks like you don't have any todos left."
+- 
+  message: "You're all done!"
+- 
+  message: "Coffee really tastes better without any todos left."
+  author: "Josep Llaneras"
+- 
+  message: "Isn't an empty To Do list beautiful?"
+  author: "Josep Llaneras"
diff --git a/spec/features/todos/todos_spec.rb b/spec/features/todos/todos_spec.rb
index 3ae83ac082d5ea3aff2496704cb2b1176e5607bf..88eabea7e3a8c74a6a151a6cfaef31ba77e8c3ae 100644
--- a/spec/features/todos/todos_spec.rb
+++ b/spec/features/todos/todos_spec.rb
@@ -44,7 +44,7 @@ describe 'Dashboard Todos', feature: true do
         end
 
         it 'shows "All done" message' do
-          expect(page).to have_content("Good job! Looks like you don't have any todos left.")
+          expect(page).to have_selector('.todos-all-done', count: 1)
         end
       end
 
@@ -64,7 +64,7 @@ describe 'Dashboard Todos', feature: true do
           end
 
           it 'shows "All done" message' do
-            expect(page).to have_content("Good job! Looks like you don't have any todos left.")
+            expect(page).to have_selector('.todos-all-done', count: 1)
           end
         end
       end
@@ -152,7 +152,7 @@ describe 'Dashboard Todos', feature: true do
         within('.todos-pending-count') { expect(page).to have_content '0' }
         expect(page).to have_content 'To do 0'
         expect(page).to have_content 'Done 0'
-        expect(page).to have_content "Good job! Looks like you don't have any todos left."
+        expect(page).to have_selector('.todos-all-done', count: 1)
       end
     end
   end