diff --git a/CHANGELOG b/CHANGELOG
index d7b561f89228beccc34ff47de98345e03da82cbd..2ff1be3322b7aecca0709504b8162dffce469054 100644
--- a/CHANGELOG
+++ b/CHANGELOG
@@ -18,6 +18,7 @@ v 8.11.0 (unreleased)
   - API: Endpoints for enabling and disabling deploy keys
   - API: List access requests, request access, approve, and deny access requests to a project or a group. !4833
   - Use long options for curl examples in documentation !5703 (winniehell)
+	- Added tooltip listing label names to the labels value in the collapsed issuable sidebar
   - Remove magic comments (`# encoding: UTF-8`) from Ruby files. !5456 (winniehell)
   - Fix badge count alignment (ClemMakesApps)
   - GitLab Performance Monitoring can now track custom events such as the number of tags pushed to a repository
@@ -300,8 +301,6 @@ v 8.10.0
   - Reduce size of HTML used by diff comment forms
   - Protected branches have a "Developers can Merge" setting. !4892 (original implementation by Mathias Vestergaard)
   - Fix user creation with stronger minimum password requirements. !4054 (nathan-pmt)
-  - Added tooltip listing label names to the labels value in the collapsed issuable sidebar
-  - Fix user creation with stronger minimum password requirements !4054 (nathan-pmt)
   - Only show New Snippet button to users that can create snippets.
   - PipelinesFinder uses git cache data
   - Track a user who created a pipeline
diff --git a/app/assets/javascripts/labels_select.js b/app/assets/javascripts/labels_select.js
index 5eb9def1982d365aad16ca40b383f11c7b6f7c7b..8dbbd9dd517a48c5d1c0375b467575fa7ceadf0f 100644
--- a/app/assets/javascripts/labels_select.js
+++ b/app/assets/javascripts/labels_select.js
@@ -32,6 +32,8 @@
           labelNoneHTMLTemplate = '<span class="no-value">None</span>';
         }
 
+        $sidebarLabelTooltip.tooltip();
+
         new gl.CreateLabelDropdown($dropdown.closest('.dropdown').find('.dropdown-new-label'), projectId);
 
         saveLabelData = function() {
diff --git a/app/helpers/issuables_helper.rb b/app/helpers/issuables_helper.rb
index b95a3e95001077b893e58e57348e1b7791850e30..c3f4c1b148d375b94b5a4b2f3e09bab48bdc24a1 100644
--- a/app/helpers/issuables_helper.rb
+++ b/app/helpers/issuables_helper.rb
@@ -72,18 +72,14 @@ module IssuablesHelper
     end
   end
 
-  def issuable_labels_tooltip(labels)
-    max_labels = 5
-    label_size = labels.size
-    label_names = labels.each_with_index.map do |label, i|
-      label.name unless i >= max_labels
-    end
+  def issuable_labels_tooltip(labels, limit: 5)
+    first = labels[0...limit]
+    last = labels[(limit-1)...-1]
 
-    if label_size > max_labels
-      label_names << "and #{label_size - max_labels} more"
-    end
+    label_names = first.collect(&:name)
+    label_names << "and #{last.size} more" unless last.empty?
 
-    label_names.compact.join(', ')
+    label_names.join(', ')
   end
 
   private
diff --git a/app/views/shared/issuable/_sidebar.html.haml b/app/views/shared/issuable/_sidebar.html.haml
index c1b50e65af5f094ecbe34559083bc7c3aea8ecc6..bb18ef2536ebd947bc8b11525ce85ac8ac2462f9 100644
--- a/app/views/shared/issuable/_sidebar.html.haml
+++ b/app/views/shared/issuable/_sidebar.html.haml
@@ -109,7 +109,7 @@
 
       - if issuable.project.labels.any?
         .block.labels
-          .sidebar-collapsed-icon.js-sidebar-labels-tooltip{ title: issuable_labels_tooltip(issuable.labels_array), data: { placement: "left", container: "body" } }
+          .sidebar-collapsed-icon.js-sidebar-labels-tooltip{ title: issuable_labels_tooltip(issuable.labels), data: { placement: "left", container: "body" } }
             = icon('tags')
             %span
               = issuable.labels_array.size
diff --git a/spec/features/issues/issue_sidebar_spec.rb b/spec/features/issues/issue_sidebar_spec.rb
index a6acbd5a701fde99e92e8d889f7ebb7dd748b181..b043bc3feeedd0cdab974d0d5e0ded2b3863ef43 100644
--- a/spec/features/issues/issue_sidebar_spec.rb
+++ b/spec/features/issues/issue_sidebar_spec.rb
@@ -1,6 +1,8 @@
 require 'rails_helper'
 
 feature 'Issue Sidebar', feature: true do
+  include WaitForAjax
+
   let(:project) { create(:project) }
   let(:issue) { create(:issue, project: project) }
   let!(:user) { create(:user)}
@@ -103,7 +105,7 @@ feature 'Issue Sidebar', feature: true do
           end
 
           find('.edit-link').click
-          sleep 1
+          wait_for_ajax 
 
           expect(find('.js-sidebar-labels-tooltip', visible: false)['data-original-title']).to eq('a, b, c, d, e, and 1 more')
         end