diff --git a/docs/docs/settings/error_codes.md b/docs/docs/settings/error_codes.md
index ddf293df88..035e9cd3d3 100644
--- a/docs/docs/settings/error_codes.md
+++ b/docs/docs/settings/error_codes.md
@@ -99,6 +99,13 @@ There are database migrations waiting to be applied. This might lead to integrit
 Some deployment methods support [auto applying of updates](../start/config.md#auto-update). See also [Perform Database Migrations](../start/install.md#perform-database-migrations).
 Steps very between deployment methods.
 
+#### INVE-W9
+**Wrong Invoke Environment - Backend**
+
+The command that was used to run invoke is not the one that is recommended. This might be caused by a wrong PATH variable or by thinking you are using a different deployment method.
+The warning text will show the recommended command for intended use.
+
+
 ### INVE-I (InvenTree Information)
 Information — These are not errors but information messages. They might point out potential issues or just provide information.
 
diff --git a/tasks.py b/tasks.py
index 84c0c021e5..5e7133c54c 100644
--- a/tasks.py
+++ b/tasks.py
@@ -17,29 +17,65 @@ from invoke import Collection, task
 from invoke.exceptions import UnexpectedExit
 
 
+def is_true(x):
+    """Shortcut function to determine if a value "looks" like a boolean."""
+    return str(x).strip().lower() in ['1', 'y', 'yes', 't', 'true', 'on']
+
+
 def is_docker_environment():
     """Check if the InvenTree environment is running in a Docker container."""
-    from src.backend.InvenTree.InvenTree.config import is_true
-
     return is_true(os.environ.get('INVENTREE_DOCKER', 'False'))
 
 
 def is_rtd_environment():
     """Check if the InvenTree environment is running on ReadTheDocs."""
-    from src.backend.InvenTree.InvenTree.config import is_true
-
     return is_true(os.environ.get('READTHEDOCS', 'False'))
 
 
 def is_debug_environment():
     """Check if the InvenTree environment is running in a debug environment."""
-    from src.backend.InvenTree.InvenTree.config import is_true
-
     return is_true(os.environ.get('INVENTREE_DEBUG', 'False')) or is_true(
         os.environ.get('RUNNER_DEBUG', 'False')
     )
 
 
+def get_version_vals():
+    """Get values from the VERSION file."""
+    version_file = local_dir().joinpath('VERSION')
+    if not version_file.exists():
+        return {}
+    try:
+        from dotenv import dotenv_values
+
+        return dotenv_values(version_file)
+    except ImportError:
+        error(
+            'ERROR: dotenv package not installed. You might not be running in the right environment.'
+        )
+        return {}
+
+
+def is_pkg_installer(content: Optional[dict] = None, load_content: bool = False):
+    """Check if the current environment is a package installer by VERSION/environment."""
+    if load_content:
+        content = get_version_vals()
+    return get_installer(content) == 'PKG'
+
+
+def is_pkg_installer_by_path():
+    """Check if the current environment is a package installer by checking the path."""
+    return len(sys.argv) >= 1 and sys.argv[0].startswith(
+        '/opt/inventree/env/bin/invoke'
+    )
+
+
+def get_installer(content: Optional[dict] = None):
+    """Get the installer for the current environment or a content dict."""
+    if content is None:
+        content = os.environ
+    return content.get('INVENTREE_PKG_INSTALLER', None)
+
+
 # region execution logging helpers
 def task_exception_handler(t, v, tb):
     """Handle exceptions raised by tasks.
@@ -121,9 +157,9 @@ def state_logger(fn=None, method_name=None):
 
 
 # region environment checks
-def check_invoke_version():
+def envcheck_invoke_version():
     """Check that the installed invoke version meets minimum requirements."""
-    MIN_INVOKE_VERSION = '2.0.0'
+    MIN_INVOKE_VERSION: str = '2.0.0'
 
     min_version = tuple(map(int, MIN_INVOKE_VERSION.split('.')))
     invoke_version = tuple(map(int, invoke.__version__.split('.')))  # noqa: RUF048
@@ -134,14 +170,14 @@ def check_invoke_version():
         sys.exit(1)
 
 
-def check_invoke_path():
+def envcheck_invoke_path():
     """Check that the path of the used invoke is correct."""
     if is_docker_environment() or is_rtd_environment():
         return
 
-    invoke_path = Path(invoke.__file__)
-    env_path = Path(sys.prefix).resolve()
-    loc_path = Path(__file__).parent.resolve()
+    invoke_path: Path = Path(invoke.__file__)
+    env_path: Path = Path(sys.prefix).resolve()
+    loc_path: Path = Path(__file__).parent.resolve()
     if not invoke_path.is_relative_to(loc_path) and not invoke_path.is_relative_to(
         env_path
     ):
@@ -152,17 +188,17 @@ def check_invoke_path():
         sys.exit(1)
 
 
-def check_python_version():
+def envcheck_python_version():
     """Check that the installed python version meets minimum requirements.
 
     If the python version is not sufficient, exits with a non-zero exit code.
     """
-    REQ_MAJOR = 3
-    REQ_MINOR = 9
+    REQ_MAJOR: int = 3
+    REQ_MINOR: int = 9
 
     version = sys.version.split(' ')[0]
 
-    valid = True
+    valid: bool = True
 
     if sys.version_info.major < REQ_MAJOR or (
         sys.version_info.major == REQ_MAJOR and sys.version_info.minor < REQ_MINOR
@@ -175,10 +211,35 @@ def check_python_version():
         sys.exit(1)
 
 
-if __name__ in ['__main__', 'tasks']:
-    check_invoke_version()
-    check_invoke_path()
-    check_python_version()
+def envcheck_invoke_cmd():
+    """Checks if the rights invoke command for the current environment is used."""
+    first_cmd = sys.argv[0].replace(sys.prefix, '')
+    intendded = ['/bin/invoke', '/bin/inv']
+
+    correct_cmd: Optional[str] = None
+    if is_rtd_environment() or is_docker_environment():
+        pass
+    elif is_pkg_installer(load_content=True) and not is_pkg_installer_by_path():
+        correct_cmd = 'inventree run invoke'
+    else:
+        warning('Unknown environment, not checking used invoke command')
+
+    if first_cmd not in intendded:
+        correct_cmd = correct_cmd if correct_cmd else 'invoke'
+        error('INVE-W9 - Wrong Invoke Environment')
+        error(
+            f'The detected invoke command `{first_cmd}` is not the intended one for this environment, ensure you are using one of the following command(s) `{correct_cmd}`'
+        )
+
+
+def main():
+    """Main function to check the execution environment."""
+    envcheck_invoke_version()
+    envcheck_python_version()
+    envcheck_invoke_path()
+    envcheck_invoke_cmd()
+
+
 # endregion
 
 
@@ -279,6 +340,9 @@ def manage_py_path():
 
 # endregion
 
+if __name__ in ['__main__', 'tasks']:
+    main()
+
 
 def run(c, cmd, path: Optional[Path] = None, pty=False, env=None):
     """Runs a given command a given path.
@@ -1399,11 +1463,12 @@ Yarn        {yarn if yarn else NA}
 Environment:
 Docker      {is_docker_environment()}
 RTD         {is_rtd_environment()}
+PKG         {is_pkg_installer()}
 
 Commit hash: {InvenTreeVersion.inventreeCommitHash()}
 Commit date: {InvenTreeVersion.inventreeCommitDate()}"""
     )
-    if len(sys.argv) == 1 and sys.argv[0].startswith('/opt/inventree/env/lib/python'):
+    if is_pkg_installer_by_path():
         print(
             """
 You are probably running the package installer / single-line installer. Please mention this in any bug reports!
@@ -1622,16 +1687,8 @@ def frontend_download(
             ).strip()
         except Exception:
             # .deb Packages contain extra information in the VERSION file
-            version_file = local_dir().joinpath('VERSION')
-            if not version_file.exists():
-                return
-            from dotenv import dotenv_values
-
-            content = dotenv_values(version_file)
-            if (
-                'INVENTREE_PKG_INSTALLER' in content
-                and content['INVENTREE_PKG_INSTALLER'] == 'PKG'
-            ):
+            content: dict = get_version_vals()
+            if is_pkg_installer(content):
                 ref = content.get('INVENTREE_COMMIT_SHA')
                 info(
                     f'[INFO] Running in package environment, got commit "{ref}" from VERSION file'