diff --git a/config/locales/server.en.yml b/config/locales/server.en.yml
index 0c13ad4e888..b5b50c43155 100644
--- a/config/locales/server.en.yml
+++ b/config/locales/server.en.yml
@@ -1034,9 +1034,9 @@ en:
     mute_topic: "Mute all notifications for this topic, %{link}"
     unwatch_category: "Stop watching all topics in %{category}"
     mailing_list_mode: "Turn off mailing list mode"
-    all: "Don't send me any mail from %{sitename}"
+    all: "Don’t send me any mail from %{sitename}"
     different_user_description: "You are currently logged in as a different user than the one we emailed. Please log out, or enter anonymous mode, and try again."
-    not_found_description: "Sorry, we couldn't find this unsubscribe. It's possible the link in your email has expired?"
+    not_found_description: "Sorry, we couldn't find this unsubscribe. It’s possible the link in your email is too old and has expired?"
     log_out: "Log Out"
     submit: "Save preferences"
     digest_frequency:
diff --git a/spec/requests/email_controller_spec.rb b/spec/requests/email_controller_spec.rb
index bec3e9049dc..68d9ed8b77d 100644
--- a/spec/requests/email_controller_spec.rb
+++ b/spec/requests/email_controller_spec.rb
@@ -199,7 +199,7 @@ RSpec.describe EmailController do
         navigate_to_unsubscribe
 
         expect(body).to include("You are not receiving summary emails")
-        expect(body).to include("Don't send me any mail from Discourse")
+        expect(body).to include("Don’t send me any mail from Discourse")
       end
 
       it 'hides unsubscribe from all checkbox when user already unsubscribed' do