diff --git a/lib/python/qmk/questions.py b/lib/python/qmk/questions.py
index 34b0b43bc8..27f43ac1e9 100644
--- a/lib/python/qmk/questions.py
+++ b/lib/python/qmk/questions.py
@@ -16,7 +16,7 @@ def yesno(prompt, *args, default=None, **kwargs):
 
     Arguments:
         prompt
-            The prompt to present to the user. Can include ANSI and format strings like milc's `cli.print()`.
+            The prompt to present to the user. Can include ANSI and format strings like milc's `cli.echo()`.
 
         default
             Whether to default to a Yes or No when the user presses enter.
@@ -43,9 +43,9 @@ def yesno(prompt, *args, default=None, **kwargs):
             prompt = prompt + ' [y/N] '
 
     while True:
-        print()
+        cli.echo('')
         answer = input(format_ansi(prompt % args))
-        print()
+        cli.echo('')
 
         if not answer and prompt is not None:
             return default
@@ -57,17 +57,26 @@ def yesno(prompt, *args, default=None, **kwargs):
             return False
 
 
-def question(prompt, *args, default=None, confirm=False, answer_type=str, **kwargs):
+def question(prompt, *args, default=None, confirm=False, answer_type=str, validate=None, **kwargs):
     """Prompt the user to answer a question with a free-form input.
 
+    Arguments:
         prompt
-            The prompt to present to the user. Can include ANSI and format strings like milc's `cli.print()`.
+            The prompt to present to the user. Can include ANSI and format strings like milc's `cli.echo()`.
 
         default
             The value to return when the user doesn't enter any value. Use None to prompt until they enter a value.
 
+        confirm
+            Present the user with a confirmation dialog before accepting their answer.
+
         answer_type
             Specify a type function for the answer. Will re-prompt the user if the function raises any errors. Common choices here include int, float, and decimal.Decimal.
+
+        validate
+            This is an optional function that can be used to validate the answer. It should return True or False and have the following signature:
+
+                def function_name(answer, *args, **kwargs):
     """
     if not args and kwargs:
         args = kwargs
@@ -76,17 +85,21 @@ def question(prompt, *args, default=None, confirm=False, answer_type=str, **kwar
         prompt = '%s [%s] ' % (prompt, default)
 
     while True:
-        print()
+        cli.echo('')
         answer = input(format_ansi(prompt % args))
-        print()
+        cli.echo('')
 
         if answer:
-            if confirm:
+            if validate is not None and not validate(answer, *args, **kwargs):
+                continue
+
+            elif confirm:
                 if yesno('Is the answer "%s" correct?', answer, default=True):
                     try:
                         return answer_type(answer)
                     except Exception as e:
                         cli.log.error('Could not convert answer (%s) to type %s: %s', answer, answer_type.__name__, str(e))
+
             else:
                 try:
                     return answer_type(answer)
@@ -95,3 +108,71 @@ def question(prompt, *args, default=None, confirm=False, answer_type=str, **kwar
 
         elif default is not None:
             return default
+
+
+def choice(heading, options, *args, default=None, confirm=False, prompt='Please enter your choice: ', **kwargs):
+    """Present the user with a list of options and let them pick one.
+
+    Users can enter either the number or the text of their choice.
+
+    This will return the value of the item they choose, not the numerical index.
+
+    Arguments:
+        heading
+            The text to place above the list of options.
+
+        options
+            A sequence of items to choose from.
+
+        default
+            The index of the item to return when the user doesn't enter any value. Use None to prompt until they enter a value.
+
+        confirm
+            Present the user with a confirmation dialog before accepting their answer.
+
+        prompt
+            The prompt to present to the user. Can include ANSI and format strings like milc's `cli.echo()`.
+    """
+    if not args and kwargs:
+        args = kwargs
+
+    if prompt and default:
+        prompt = prompt + ' [%s] ' % (default + 1,)
+
+    while True:
+        # Prompt for an answer.
+        cli.echo('')
+        cli.echo(heading % args)
+        cli.echo('')
+        for i, option in enumerate(options, 1):
+            cli.echo('\t{fg_cyan}%d.{fg_reset} %s', i, option)
+
+        cli.echo('')
+        answer = input(format_ansi(prompt))
+        cli.echo('')
+
+        # If the user types in one of the options exactly use that
+        if answer in options:
+            return answer
+
+        # Massage the answer into a valid integer
+        if answer == '' and default:
+            answer = default
+        else:
+            try:
+                answer = int(answer) - 1
+            except Exception:
+                # Normally we would log the exception here, but in the interest of clean UI we do not.
+                cli.log.error('Invalid choice: %s', answer + 1)
+                continue
+
+        # Validate the answer
+        if answer >= len(options) or answer < 0:
+            cli.log.error('Invalid choice: %s', answer + 1)
+            continue
+
+        if confirm and not yesno('Is the answer "%s" correct?', answer + 1, default=True):
+            continue
+
+        # Return the answer they chose.
+        return options[answer]