diff --git a/CHANGELOG.md b/CHANGELOG.md
index fdf34b19f..45b084584 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,7 +10,7 @@ _None_
 
 ### New Features
 
-_None_
+* Added a reminder mechanism for when you forgot a prompt was waiting for you in the Terminal. This reminder is [configurable via environment variables](https://github.com/wordpress-mobile/release-toolkit/blob/5c9b79db4bfcb298376fe3e81bc53881795922a5/lib/fastlane/plugin/wpmreleasetoolkit/helper/interactive_prompt_reminder.rb#L3-L22) to change the default delays and optionally opt-in for speaking a voice message in addition to the default beep + dock icon badge. [#302]
 
 ### Bug Fixes
 
diff --git a/lib/fastlane/plugin/wpmreleasetoolkit/helper/interactive_prompt_reminder.rb b/lib/fastlane/plugin/wpmreleasetoolkit/helper/interactive_prompt_reminder.rb
new file mode 100644
index 000000000..93c6bfbfb
--- /dev/null
+++ b/lib/fastlane/plugin/wpmreleasetoolkit/helper/interactive_prompt_reminder.rb
@@ -0,0 +1,93 @@
+require 'fastlane_core'
+
+# The features in this file are controlled by the following ENV vars:
+#
+# @env `FASTLANE_PROMPT_REMINDER_DISABLE_AUTO_PATCH`
+#     If this variable is set, it will disable the auto-application of the monkey patch. In such case,
+#     `UI.input`, `UI.confirm`, `UI.select` and `UI.password` methods won't be automatically patched
+#     unless you explicitly call `monkey_patch_interactive_prompts_with_reminder` yourself.
+#
+# @env `FASTLANE_PROMPT_REMINDER_MESSAGE`
+#     - If not set, then while auto-patching the `UI.…` methods, it will NOT make the patched methods
+#       speak any vocal message – and instead will only emit a beep and make your Terminal icon jump in the Dock.
+#     - If set to `default`, `true`, `yes` or `1`, then while auto-patching the `UI.…` methods, it will
+#       make the patched methods announce the default message.
+#     - If set to any other string, it will make the patched methods use that string as the message to announce
+#       during the reminders
+#     - NOTE: This env var only has an effect if the other `FASTLANE_PROMPT_REMINDER_DISABLE_AUTO_PATCH` env var
+#       is _not_ set (and thus the `UI.…` methods _are_ auto-patched), because it only affects how auto-patching is done.
+#
+# @env `FASTLANE_PROMPT_REMINDER_DELAYS`
+#     The delays (in seconds) to use when monkey-patching the `UI.…` methods to wrap them around `with_reminder`,
+#     separated by a comma (e.g. `60,300,900`). If unset, will use the default delays of `30,180,600`.
+
+module FastlaneCore
+  # NOTE: FastlaneCore::UI delegates to the FastlaneCore::Shell implementation when output is the terminal
+  class Shell
+    DEFAULT_PROMPT_REMINDER_MESSAGE = 'An interactive prompt is waiting for you in the Terminal!'.freeze
+    DEFAULT_PROMPT_REMINDER_DELAYS = [30, 180, 600].freeze
+
+    # Calls the block given and remind the user with a vocal message if the block does not return after specific delays.
+    #
+    # Especially useful when using a block which calls methods that are interactive, in order to remind the user
+    # to answer the interactive prompt if they forgot about it after some delays.
+    #
+    # Example usage:
+    #
+    #       text = with_reminder do
+    #         puts "Enter some text:"
+    #         $stdout.getch
+    #       end
+    #
+    # @param [Double,Array<Double>] after
+    #        Delay or list of delays to wait for before pronouncing the reminder message.
+    #        If an array of values is passed, the message will be pronounced multiple times, after having waited for the subsequent delays in turn.
+    #        Defaults to reminding after 30s, then 3mn, then 10mn.
+    # @param [String] message
+    #        The message to pronounce out loud after the delay has passed, if the block hasn't returned beforehand.
+    # @return The same value that the blocks might return
+    #
+    def self.with_reminder(after: DEFAULT_PROMPT_REMINDER_DELAYS, message: DEFAULT_PROMPT_REMINDER_MESSAGE)
+      delays_list = Array(after.dup)
+      thread = Thread.new do
+        until delays_list.empty?
+          sleep(delays_list.shift)
+          $stdout.beep
+          system('say', message) unless message.nil?
+        end
+      end
+      # execute the interactive code
+      res = yield
+      # if we replied before the timeout, kill the thread so message won't be triggered
+      thread.kill
+      # If the block given returned a value, pass it
+      return res
+    end
+
+    # Monkey-Patch fastlane's `UI.input`, `UI.confirm`, `UI.select` and `UI.password` interactive methods
+    # (which delegate to `FastlaneCore::Shell` when output is the terminal)
+    #
+    # Once you call this method, any invocation of `UI.input`, `UI.confirm`, `UI.select` or `UI.password`
+    # anywhere in Fastlane (by your Fastfile, an action, …) will be wrapped in a call to with_reminder automatically.
+    #
+    def self.monkey_patch_interactive_prompts_with_reminder(after: DEFAULT_PROMPT_REMINDER_DELAYS, message: DEFAULT_PROMPT_REMINDER_MESSAGE)
+      %i[input confirm select password].each do |method_name|
+        old_method = instance_method(method_name)
+
+        define_method(method_name) do |*args|
+          FastlaneCore::Shell.with_reminder(after: after, message: message) { old_method.bind(self).call(*args) }
+        end
+      end
+    end
+  end
+end
+
+# Apply Monkey patch
+unless ENV['FASTLANE_PROMPT_REMINDER_DISABLE_AUTO_PATCH']
+  message = ENV['FASTLANE_PROMPT_REMINDER_MESSAGE']
+  message = FastlaneCore::Shell::DEFAULT_PROMPT_REMINDER_MESSAGE if %w[default true yes 1].include?(message&.downcase)
+  delays = ENV['FASTLANE_PROMPT_REMINDER_DELAYS']&.split(',')&.map(&:to_i) || FastlaneCore::Shell::DEFAULT_PROMPT_REMINDER_DELAYS
+
+  FastlaneCore::UI.verbose("Monkey-patching the UI interactive methods to add a reminder (#{delays.inspect}, #{message.inspect})")
+  FastlaneCore::Shell.monkey_patch_interactive_prompts_with_reminder(after: delays, message: message)
+end