diff --git a/lib/pry/commands/help.rb b/lib/pry/commands/help.rb
index f105e8eb..eb09e615 100644
--- a/lib/pry/commands/help.rb
+++ b/lib/pry/commands/help.rb
@@ -59,8 +59,8 @@ class Pry
     # @param [Array<Pry::Command>] commands
     # @return [String] The generated help string.
     def help_text_for_commands(name, commands)
-      "#{text.bold(name)}\n" << commands.map do |command|
-        "  #{command.options[:listing].to_s.ljust(18)} #{command.description}"
+      "#{text.bold(name.capitalize)}\n" << commands.map do |command|
+        "  #{command.options[:listing].to_s.ljust(18)} #{command.description.capitalize}"
       end.join("\n")
     end