diff --git a/app/cli.py b/app/cli.py
index f202821..f20ebb0 100644
--- a/app/cli.py
+++ b/app/cli.py
@@ -4,7 +4,7 @@
 import click
 import requests
 
-from app.commands import check, download, progress, setup, verify
+from app.commands import check, download, progress, repl, setup, verify
 from app.commands.version import version
 from app.utils.click import ClickColor, CliContextKey, warn
 from app.utils.version import Version
@@ -53,7 +53,7 @@ def cli(ctx: click.Context, verbose: bool) -> None:
 
 
 def start() -> None:
-    commands = [check, download, progress, setup, verify, version]
+    commands = [check, download, progress, repl, setup, verify, version]
     for command in commands:
         cli.add_command(command)
     cli(obj={})
diff --git a/app/commands/__init__.py b/app/commands/__init__.py
index 1455c3e..7d59f09 100644
--- a/app/commands/__init__.py
+++ b/app/commands/__init__.py
@@ -1,8 +1,9 @@
-__all__ = ["check", "download", "progress", "setup", "verify", "version"]
+__all__ = ["check", "download", "progress", "repl", "setup", "verify", "version"]
 
 from .check import check
 from .download import download
 from .progress.progress import progress
+from .repl import repl
 from .setup_folder import setup
 from .verify import verify
 from .version import version
diff --git a/app/commands/repl.py b/app/commands/repl.py
new file mode 100644
index 0000000..8019827
--- /dev/null
+++ b/app/commands/repl.py
@@ -0,0 +1,217 @@
+import cmd
+import os
+import shlex
+import subprocess
+import sys
+from typing import List
+
+import click
+
+from app.commands.check import check
+from app.commands.download import download
+from app.commands.progress.progress import progress
+from app.commands.setup_folder import setup
+from app.commands.verify import verify
+from app.commands.version import version
+from app.utils.click import CliContextKey, ClickColor
+from app.utils.version import Version
+from app.version import __version__
+
+
+GITMASTERY_COMMANDS = {
+    "check": check,
+    "download": download,
+    "progress": progress,
+    "setup": setup,
+    "verify": verify,
+    "version": version,
+}
+
+
+class GitMasteryREPL(cmd.Cmd):
+    """Interactive REPL for Git-Mastery commands."""
+
+    intro = click.style(
+        "\nWelcome to the Git-Mastery REPL!\n"
+        "Type 'help' for available commands, or 'exit' to quit.\n"
+        "Git-Mastery commands work with or without the 'gitmastery' prefix.\n"
+        "Shell commands are also supported.\n",
+        fg=ClickColor.BRIGHT_CYAN,
+    )
+
+    def __init__(self) -> None:
+        super().__init__()
+        self._update_prompt()
+
+    def _update_prompt(self) -> None:
+        """Update prompt to show current directory."""
+        cwd = os.path.basename(os.getcwd()) or os.getcwd()
+        self.prompt = click.style(f"gitmastery [{cwd}]> ", fg=ClickColor.BRIGHT_GREEN)
+
+    def postcmd(self, stop: bool, line: str) -> bool:
+        """Update prompt after each command."""
+        self._update_prompt()
+        return stop
+
+    def precmd(self, line: str) -> str:
+        """Pre-process command line before execution."""
+        # Strip 'gitmastery' prefix if present
+        stripped = line.strip()
+        if stripped.startswith("gitmastery "):
+            return stripped[len("gitmastery ") :]
+        return line
+
+    def default(self, line: str) -> None:
+        """Handle commands not recognized by cmd module."""
+        try:
+            parts = shlex.split(line)
+        except ValueError as e:
+            click.echo(click.style(f"Input error: {e}", fg=ClickColor.BRIGHT_RED))
+            return
+
+        if not parts:
+            return
+
+        command_name = parts[0]
+        args = parts[1:]
+
+        if command_name in GITMASTERY_COMMANDS:
+            self._run_gitmastery_command(command_name, args)
+            return
+
+        self._run_shell_command(line)
+
+    def _run_gitmastery_command(self, command_name: str, args: List[str]) -> None:
+        """Execute a gitmastery command."""
+        command = GITMASTERY_COMMANDS[command_name]
+        original_cwd = os.getcwd()
+        try:
+            ctx = command.make_context(command_name, args)
+            ctx.ensure_object(dict)
+            ctx.obj[CliContextKey.VERBOSE] = False
+            ctx.obj[CliContextKey.VERSION] = Version.parse_version_string(__version__)
+            with ctx:
+                command.invoke(ctx)
+        except click.ClickException as e:
+            e.show()
+        except click.Abort:
+            click.echo("Aborted.")
+        except SystemExit:
+            pass
+        except Exception as e:
+            click.echo(click.style(f"Error: {e}", fg=ClickColor.BRIGHT_RED))
+        finally:
+            try:
+                os.chdir(original_cwd)
+            except (FileNotFoundError, PermissionError, OSError) as e:
+                click.echo(
+                    click.style(
+                        f"Warning: Could not restore original directory: {e}",
+                        fg=ClickColor.BRIGHT_YELLOW,
+                    )
+                )
+
+    def _run_shell_command(self, line: str) -> None:
+        """Execute a shell command via subprocess."""
+        try:
+            result = subprocess.run(line, shell=True)
+            if result.returncode != 0:
+                click.echo(
+                    click.style(
+                        f"Command exited with code {result.returncode}",
+                        fg=ClickColor.BRIGHT_YELLOW,
+                    )
+                )
+        except Exception as e:
+            click.echo(click.style(f"Shell error: {e}", fg=ClickColor.BRIGHT_RED))
+
+    def do_cd(self, path: str) -> bool:
+        """Change directory."""
+        if not path:
+            path = os.path.expanduser("~")
+        else:
+            try:
+                parts = shlex.split(path)
+                path = parts[0] if parts else ""
+            except ValueError:
+                pass
+        try:
+            os.chdir(os.path.expanduser(path))
+        except FileNotFoundError:
+            click.echo(
+                click.style(f"Directory not found: {path}", fg=ClickColor.BRIGHT_RED)
+            )
+        except PermissionError:
+            click.echo(
+                click.style(f"Permission denied: {path}", fg=ClickColor.BRIGHT_RED)
+            )
+        return False
+
+    def do_exit(self, arg: str) -> bool:
+        """Exit the Git-Mastery REPL."""
+        click.echo(click.style("Goodbye!", fg=ClickColor.BRIGHT_CYAN))
+        return True
+
+    def do_quit(self, arg: str) -> bool:
+        """Exit the Git-Mastery REPL."""
+        return self.do_exit(arg)
+
+    def do_help(self, arg: str) -> bool:  # type: ignore[override]
+        """Show help for commands."""
+        if arg:
+            # Check if it's a gitmastery command
+            if arg in GITMASTERY_COMMANDS:
+                command = GITMASTERY_COMMANDS[arg]
+                click.echo(f"\n{arg}: {command.help or 'No description available.'}\n")
+                # Show command usage
+                with click.Context(command) as ctx:
+                    click.echo(command.get_help(ctx))
+                return False
+            # Fall back to cmd module's help
+            super().do_help(arg)
+            return False
+
+        # Show general help
+        click.echo(
+            click.style("\nGit-Mastery Commands:", bold=True, fg=ClickColor.BRIGHT_CYAN)
+        )
+        for name, command in GITMASTERY_COMMANDS.items():
+            help_text = command.help or "No description available."
+            click.echo(f"  {click.style(f'{name:<20}', bold=True)} {help_text}")
+
+        click.echo(
+            click.style("\nBuilt-in Commands:", bold=True, fg=ClickColor.BRIGHT_CYAN)
+        )
+        click.echo(f"  {click.style(f'{'help':<20}', bold=True)} Show this help message")
+        click.echo(f"  {click.style(f'{'exit':<20}', bold=True)} Exit the REPL")
+        click.echo(f"  {click.style(f'{'quit':<20}', bold=True)} Exit the REPL")
+
+        click.echo(
+            click.style(
+                "\nAll other commands are passed to the shell.",
+                fg=ClickColor.BRIGHT_YELLOW,
+            )
+        )
+        click.echo()
+        return False
+
+    def emptyline(self) -> bool:  # type: ignore[override]
+        """Do nothing on empty line (don't repeat last command)."""
+        return False
+
+    def do_EOF(self, arg: str) -> bool:
+        """Handle Ctrl+D."""
+        click.echo()  # Print newline
+        return self.do_exit(arg)
+
+
+@click.command()
+def repl() -> None:
+    """Start an interactive REPL session."""
+    repl_instance = GitMasteryREPL()
+
+    try:
+        repl_instance.cmdloop()
+    except KeyboardInterrupt:
+        click.echo(click.style("\nInterrupted. Goodbye!", fg=ClickColor.BRIGHT_CYAN))
+        sys.exit(0)
diff --git a/app/utils/gitmastery.py b/app/utils/gitmastery.py
index a2f5ff6..a70d00a 100644
--- a/app/utils/gitmastery.py
+++ b/app/utils/gitmastery.py
@@ -33,6 +33,21 @@
 ]
 
 
+def _clear_exercise_utils_modules() -> None:
+    """Clear cached exercise_utils modules from sys.modules.
+
+    This is especially important in REPL context where modules persist
+    between command invocations.
+    """
+    modules_to_remove = [
+        key
+        for key in sys.modules
+        if key == "exercise_utils" or key.startswith("exercise_utils.")
+    ]
+    for mod in modules_to_remove:
+        del sys.modules[mod]
+
+
 class ExercisesRepo:
     def __init__(self) -> None:
         """Creates a sparse clone of the exercises repository.
@@ -126,6 +141,9 @@ def load_file_as_namespace(
         py_file = exercises_repo.fetch_file_contents(file_path, False)
         namespace: Dict[str, Any] = {}
 
+        # Clear any cached exercise_utils modules to ensure fresh imports
+        _clear_exercise_utils_modules()
+
         with tempfile.TemporaryDirectory() as tmpdir:
             package_root = os.path.join(tmpdir, "exercise_utils")
             os.makedirs(package_root, exist_ok=True)
@@ -142,6 +160,8 @@ def load_file_as_namespace(
                 exec(py_file, namespace)
             finally:
                 sys.path.remove(tmpdir)
+                # Clean up cached modules again after execution
+                _clear_exercise_utils_modules()
 
         sys.dont_write_bytecode = False
         return cls(namespace)