diff --git a/.gitpod.yml b/.gitpod.yml
index 4672cd7bd1..c6e891547b 100644
--- a/.gitpod.yml
+++ b/.gitpod.yml
@@ -7,11 +7,12 @@ tasks:
       export INVENTREE_STATIC_ROOT='/workspace/InvenTree/dev/static'
       export PIP_USER='no'
 
+      sudo apt install gettext
       python3 -m venv venv
       source venv/bin/activate
       pip install invoke
       mkdir dev
-      inv test-setup
+      inv setup-test
       gp sync-done start_server
 
  - name: Start server
@@ -23,6 +24,7 @@ tasks:
       export INVENTREE_MEDIA_ROOT='/workspace/InvenTree/inventree-data/media'
       export INVENTREE_STATIC_ROOT='/workspace/InvenTree/dev/static'
 
+      source venv/bin/activate
       inv server
 
 ports:
diff --git a/InvenTree/InvenTree/config.py b/InvenTree/InvenTree/config.py
index fe3e41a10f..e2fbe680cd 100644
--- a/InvenTree/InvenTree/config.py
+++ b/InvenTree/InvenTree/config.py
@@ -3,16 +3,17 @@
 import logging
 import os
 import shutil
+from pathlib import Path
 
 logger = logging.getLogger('inventree')
 
 
-def get_base_dir():
+def get_base_dir() -> Path:
     """Returns the base (top-level) InvenTree directory."""
-    return os.path.dirname(os.path.dirname(os.path.abspath(__file__)))
+    return Path(__file__).parent.parent.resolve()
 
 
-def get_config_file():
+def get_config_file() -> Path:
     """Returns the path of the InvenTree configuration file.
 
     Note: It will be created it if does not already exist!
@@ -22,16 +23,15 @@ def get_config_file():
     cfg_filename = os.getenv('INVENTREE_CONFIG_FILE')
 
     if cfg_filename:
-        cfg_filename = cfg_filename.strip()
-        cfg_filename = os.path.abspath(cfg_filename)
+        cfg_filename = Path(cfg_filename.strip()).resolve()
     else:
         # Config file is *not* specified - use the default
-        cfg_filename = os.path.join(base_dir, 'config.yaml')
+        cfg_filename = base_dir.joinpath('config.yaml').resolve()
 
-    if not os.path.exists(cfg_filename):
+    if not cfg_filename.exists():
         print("InvenTree configuration file 'config.yaml' not found - creating default file")
 
-        cfg_template = os.path.join(base_dir, "config_template.yaml")
+        cfg_template = base_dir.joinpath("config_template.yaml")
         shutil.copyfile(cfg_template, cfg_filename)
         print(f"Created config file {cfg_filename}")
 
@@ -48,18 +48,18 @@ def get_plugin_file():
 
     if not PLUGIN_FILE:
         # If not specified, look in the same directory as the configuration file
+        config_dir = get_config_file().parent
+        PLUGIN_FILE = config_dir.joinpath('plugins.txt')
+    else:
+        # Make sure we are using a modern Path object
+        PLUGIN_FILE = Path(PLUGIN_FILE)
 
-        config_dir = os.path.dirname(get_config_file())
-
-        PLUGIN_FILE = os.path.join(config_dir, 'plugins.txt')
-
-    if not os.path.exists(PLUGIN_FILE):
+    if not PLUGIN_FILE.exists():
         logger.warning("Plugin configuration file does not exist")
         logger.info(f"Creating plugin file at '{PLUGIN_FILE}'")
 
         # If opening the file fails (no write permission, for example), then this will throw an error
-        with open(PLUGIN_FILE, 'w') as plugin_file:
-            plugin_file.write("# InvenTree Plugins (uses PIP framework to install)\n\n")
+        PLUGIN_FILE.write_text("# InvenTree Plugins (uses PIP framework to install)\n\n")
 
     return PLUGIN_FILE
 
diff --git a/InvenTree/InvenTree/helpers.py b/InvenTree/InvenTree/helpers.py
index 85d9a0e5b0..0d2f6d9ab7 100644
--- a/InvenTree/InvenTree/helpers.py
+++ b/InvenTree/InvenTree/helpers.py
@@ -7,6 +7,7 @@ import os
 import os.path
 import re
 from decimal import Decimal, InvalidOperation
+from pathlib import Path
 from wsgiref.util import FileWrapper
 
 from django.conf import settings
@@ -211,7 +212,7 @@ def getLogoImage(as_file=False, custom=True):
 
     else:
         if as_file:
-            path = os.path.join(settings.STATIC_ROOT, 'img/inventree.png')
+            path = settings.STATIC_ROOT.joinpath('img/inventree.png')
             return f"file://{path}"
         else:
             return getStaticUrl('img/inventree.png')
@@ -687,20 +688,17 @@ def addUserPermissions(user, permissions):
 
 def getMigrationFileNames(app):
     """Return a list of all migration filenames for provided app."""
-    local_dir = os.path.dirname(os.path.abspath(__file__))
-
-    migration_dir = os.path.join(local_dir, '..', app, 'migrations')
-
-    files = os.listdir(migration_dir)
+    local_dir = Path(__file__).parent
+    files = local_dir.joinpath('..', app, 'migrations').iterdir()
 
     # Regex pattern for migration files
-    pattern = r"^[\d]+_.*\.py$"
+    regex = re.compile(r"^[\d]+_.*\.py$")
 
     migration_files = []
 
     for f in files:
-        if re.match(pattern, f):
-            migration_files.append(f)
+        if regex.match(f.name):
+            migration_files.append(f.name)
 
     return migration_files
 
diff --git a/InvenTree/InvenTree/models.py b/InvenTree/InvenTree/models.py
index 889eea0176..e8226cc5fb 100644
--- a/InvenTree/InvenTree/models.py
+++ b/InvenTree/InvenTree/models.py
@@ -437,26 +437,12 @@ class InvenTreeAttachment(models.Model):
         if len(fn) == 0:
             raise ValidationError(_('Filename must not be empty'))
 
-        attachment_dir = os.path.join(
-            settings.MEDIA_ROOT,
-            self.getSubdir()
-        )
-
-        old_file = os.path.join(
-            settings.MEDIA_ROOT,
-            self.attachment.name
-        )
-
-        new_file = os.path.join(
-            settings.MEDIA_ROOT,
-            self.getSubdir(),
-            fn
-        )
-
-        new_file = os.path.abspath(new_file)
+        attachment_dir = settings.MEDIA_ROOT.joinpath(self.getSubdir())
+        old_file = settings.MEDIA_ROOT.joinpath(self.attachment.name)
+        new_file = settings.MEDIA_ROOT.joinpath(self.getSubdir(), fn).resolve()
 
         # Check that there are no directory tricks going on...
-        if os.path.dirname(new_file) != attachment_dir:
+        if new_file.parent != attachment_dir:
             logger.error(f"Attempted to rename attachment outside valid directory: '{new_file}'")
             raise ValidationError(_("Invalid attachment directory"))
 
@@ -473,11 +459,11 @@ class InvenTreeAttachment(models.Model):
         if len(fn.split('.')) < 2:
             raise ValidationError(_("Filename missing extension"))
 
-        if not os.path.exists(old_file):
+        if not old_file.exists():
             logger.error(f"Trying to rename attachment '{old_file}' which does not exist")
             return
 
-        if os.path.exists(new_file):
+        if new_file.exists():
             raise ValidationError(_("Attachment with this filename already exists"))
 
         try:
diff --git a/InvenTree/InvenTree/settings.py b/InvenTree/InvenTree/settings.py
index 7a2b022968..6b28d1e6eb 100644
--- a/InvenTree/InvenTree/settings.py
+++ b/InvenTree/InvenTree/settings.py
@@ -15,6 +15,7 @@ import random
 import socket
 import string
 import sys
+from pathlib import Path
 
 import django.conf.locale
 from django.core.files.storage import default_storage
@@ -44,7 +45,7 @@ TESTING_ENV = False
 # New requirement for django 3.2+
 DEFAULT_AUTO_FIELD = 'django.db.models.AutoField'
 
-# Build paths inside the project like this: os.path.join(BASE_DIR, ...)
+# Build paths inside the project like this: BASE_DIR.joinpath(...)
 BASE_DIR = get_base_dir()
 
 cfg_filename = get_config_file()
@@ -53,7 +54,7 @@ with open(cfg_filename, 'r') as cfg:
     CONFIG = yaml.safe_load(cfg)
 
 # We will place any config files in the same directory as the config file
-config_dir = os.path.dirname(cfg_filename)
+config_dir = cfg_filename.parent
 
 # Default action is to run the system in Debug mode
 # SECURITY WARNING: don't run with debug turned on in production!
@@ -123,19 +124,17 @@ else:
     key_file = os.getenv("INVENTREE_SECRET_KEY_FILE")
 
     if key_file:
-        key_file = os.path.abspath(key_file)  # pragma: no cover
+        key_file = Path(key_file).resolve()  # pragma: no cover
     else:
         # default secret key location
-        key_file = os.path.join(BASE_DIR, "secret_key.txt")
-        key_file = os.path.abspath(key_file)
+        key_file = BASE_DIR.joinpath("secret_key.txt").resolve()
 
-    if not os.path.exists(key_file):  # pragma: no cover
+    if not key_file.exists():  # pragma: no cover
         logger.info(f"Generating random key file at '{key_file}'")
         # Create a random key file
-        with open(key_file, 'w') as f:
-            options = string.digits + string.ascii_letters + string.punctuation
-            key = ''.join([random.choice(options) for i in range(100)])
-            f.write(key)
+        options = string.digits + string.ascii_letters + string.punctuation
+        key = ''.join([random.choice(options) for i in range(100)])
+        key_file.write_text(key)
 
     logger.info(f"Loading SECRET_KEY from '{key_file}'")
 
@@ -146,28 +145,34 @@ else:
         sys.exit(-1)
 
 # The filesystem location for served static files
-STATIC_ROOT = os.path.abspath(
+STATIC_ROOT = Path(
     get_setting(
         'INVENTREE_STATIC_ROOT',
         CONFIG.get('static_root', None)
     )
-)
+).resolve()
 
 if STATIC_ROOT is None:  # pragma: no cover
     print("ERROR: INVENTREE_STATIC_ROOT directory not defined")
     sys.exit(1)
+else:
+    # Ensure the root really is availalble
+    STATIC_ROOT.mkdir(parents=True, exist_ok=True)
 
 # The filesystem location for served static files
-MEDIA_ROOT = os.path.abspath(
+MEDIA_ROOT = Path(
     get_setting(
         'INVENTREE_MEDIA_ROOT',
         CONFIG.get('media_root', None)
     )
-)
+).resolve()
 
 if MEDIA_ROOT is None:  # pragma: no cover
     print("ERROR: INVENTREE_MEDIA_ROOT directory is not defined")
     sys.exit(1)
+else:
+    # Ensure the root really is availalble
+    MEDIA_ROOT.mkdir(parents=True, exist_ok=True)
 
 # List of allowed hosts (default = allow all)
 ALLOWED_HOSTS = CONFIG.get('allowed_hosts', ['*'])
@@ -193,17 +198,17 @@ STATICFILES_DIRS = []
 
 # Translated Template settings
 STATICFILES_I18_PREFIX = 'i18n'
-STATICFILES_I18_SRC = os.path.join(BASE_DIR, 'templates', 'js', 'translated')
-STATICFILES_I18_TRG = os.path.join(BASE_DIR, 'InvenTree', 'static_i18n')
+STATICFILES_I18_SRC = BASE_DIR.joinpath('templates', 'js', 'translated')
+STATICFILES_I18_TRG = BASE_DIR.joinpath('InvenTree', 'static_i18n')
 STATICFILES_DIRS.append(STATICFILES_I18_TRG)
-STATICFILES_I18_TRG = os.path.join(STATICFILES_I18_TRG, STATICFILES_I18_PREFIX)
+STATICFILES_I18_TRG = STATICFILES_I18_TRG.joinpath(STATICFILES_I18_PREFIX)
 
 STATFILES_I18_PROCESSORS = [
     'InvenTree.context.status_codes',
 ]
 
 # Color Themes Directory
-STATIC_COLOR_THEMES_DIR = os.path.join(STATIC_ROOT, 'css', 'color-themes')
+STATIC_COLOR_THEMES_DIR = STATIC_ROOT.joinpath('css', 'color-themes')
 
 # Web URL endpoint for served media files
 MEDIA_URL = '/media/'
@@ -339,10 +344,10 @@ TEMPLATES = [
     {
         'BACKEND': 'django.template.backends.django.DjangoTemplates',
         'DIRS': [
-            os.path.join(BASE_DIR, 'templates'),
+            BASE_DIR.joinpath('templates'),
             # Allow templates in the reporting directory to be accessed
-            os.path.join(MEDIA_ROOT, 'report'),
-            os.path.join(MEDIA_ROOT, 'label'),
+            MEDIA_ROOT.joinpath('report'),
+            MEDIA_ROOT.joinpath('label'),
         ],
         'OPTIONS': {
             'context_processors': [
@@ -809,7 +814,7 @@ EMAIL_USE_SSL = get_setting(
 EMAIL_TIMEOUT = 60
 
 LOCALE_PATHS = (
-    os.path.join(BASE_DIR, 'locale/'),
+    BASE_DIR.joinpath('locale/'),
 )
 
 TIME_ZONE = get_setting(
diff --git a/InvenTree/InvenTree/tests.py b/InvenTree/InvenTree/tests.py
index d4291268fa..b6d46bea80 100644
--- a/InvenTree/InvenTree/tests.py
+++ b/InvenTree/InvenTree/tests.py
@@ -745,11 +745,11 @@ class TestSettings(helpers.InvenTreeTestCase):
             'inventree/data/config.yaml',
         ]
 
-        self.assertTrue(any([opt in config.get_config_file().lower() for opt in valid]))
+        self.assertTrue(any([opt in str(config.get_config_file()).lower() for opt in valid]))
 
         # with env set
         with self.in_env_context({'INVENTREE_CONFIG_FILE': 'my_special_conf.yaml'}):
-            self.assertIn('inventree/my_special_conf.yaml', config.get_config_file().lower())
+            self.assertIn('inventree/my_special_conf.yaml', str(config.get_config_file()).lower())
 
     def test_helpers_plugin_file(self):
         """Test get_plugin_file."""
@@ -760,11 +760,11 @@ class TestSettings(helpers.InvenTreeTestCase):
             'inventree/data/plugins.txt',
         ]
 
-        self.assertTrue(any([opt in config.get_plugin_file().lower() for opt in valid]))
+        self.assertTrue(any([opt in str(config.get_plugin_file()).lower() for opt in valid]))
 
         # with env set
         with self.in_env_context({'INVENTREE_PLUGIN_FILE': 'my_special_plugins.txt'}):
-            self.assertIn('my_special_plugins.txt', config.get_plugin_file())
+            self.assertIn('my_special_plugins.txt', str(config.get_plugin_file()))
 
     def test_helpers_setting(self):
         """Test get_setting."""
diff --git a/InvenTree/InvenTree/views.py b/InvenTree/InvenTree/views.py
index 95f730fc7a..b7832c902c 100644
--- a/InvenTree/InvenTree/views.py
+++ b/InvenTree/InvenTree/views.py
@@ -5,7 +5,6 @@ as JSON objects and passing them to modal forms (using jQuery / bootstrap).
 """
 
 import json
-import os
 
 from django.conf import settings
 from django.contrib.auth import password_validation
@@ -638,7 +637,7 @@ class SettingsView(TemplateView):
             ctx["rates_updated"] = None
 
         # load locale stats
-        STAT_FILE = os.path.abspath(os.path.join(settings.BASE_DIR, 'InvenTree/locale_stats.json'))
+        STAT_FILE = settings.BASE_DIR.joinpath('InvenTree/locale_stats.json').abolute()
         try:
             ctx["locale_stats"] = json.load(open(STAT_FILE, 'r'))
         except Exception:
diff --git a/InvenTree/common/views.py b/InvenTree/common/views.py
index b356c5cb94..62e8011141 100644
--- a/InvenTree/common/views.py
+++ b/InvenTree/common/views.py
@@ -1,7 +1,5 @@
 """Django views for interacting with common models."""
 
-import os
-
 from django.conf import settings
 from django.core.files.storage import FileSystemStorage
 from django.utils.translation import gettext_lazy as _
@@ -37,9 +35,9 @@ class MultiStepFormView(SessionWizardView):
     def process_media_folder(self):
         """Process media folder."""
         if self.media_folder:
-            media_folder_abs = os.path.join(settings.MEDIA_ROOT, self.media_folder)
-            if not os.path.exists(media_folder_abs):
-                os.mkdir(media_folder_abs)
+            media_folder_abs = settings.MEDIA_ROOT.joinpath(self.media_folder)
+            if not media_folder_abs.exists():
+                media_folder_abs.mkdir(parents=True, exist_ok=True)
             self.file_storage = FileSystemStorage(location=media_folder_abs)
 
     def get_template_names(self):
diff --git a/InvenTree/label/apps.py b/InvenTree/label/apps.py
index ab37e2f275..aacf020924 100644
--- a/InvenTree/label/apps.py
+++ b/InvenTree/label/apps.py
@@ -5,6 +5,7 @@ import logging
 import os
 import shutil
 import warnings
+from pathlib import Path
 
 from django.apps import AppConfig
 from django.conf import settings
@@ -40,262 +41,137 @@ class LabelConfig(AppConfig):
         """Create all default templates."""
         # Test if models are ready
         try:
-            from .models import StockLocationLabel
+            from .models import PartLabel, StockItemLabel, StockLocationLabel
             assert bool(StockLocationLabel is not None)
         except AppRegistryNotReady:  # pragma: no cover
             # Database might not yet be ready
             warnings.warn('Database was not ready for creating labels')
             return
 
-        self.create_stock_item_labels()
-        self.create_stock_location_labels()
-        self.create_part_labels()
-
-    def create_stock_item_labels(self):
-        """Create database entries for the default StockItemLabel templates, if they do not already exist."""
-        from .models import StockItemLabel
-
-        src_dir = os.path.join(
-            os.path.dirname(os.path.realpath(__file__)),
-            'templates',
-            'label',
+        # Create the categories
+        self.create_labels_category(
+            StockItemLabel,
             'stockitem',
+            [
+                {
+                    'file': 'qr.html',
+                    'name': 'QR Code',
+                    'description': 'Simple QR code label',
+                    'width': 24,
+                    'height': 24,
+                },
+            ],
+        )
+        self.create_labels_category(
+            StockLocationLabel,
+            'stocklocation',
+            [
+                {
+                    'file': 'qr.html',
+                    'name': 'QR Code',
+                    'description': 'Simple QR code label',
+                    'width': 24,
+                    'height': 24,
+                },
+                {
+                    'file': 'qr_and_text.html',
+                    'name': 'QR and text',
+                    'description': 'Label with QR code and name of location',
+                    'width': 50,
+                    'height': 24,
+                }
+            ]
+        )
+        self.create_labels_category(
+            PartLabel,
+            'part',
+            [
+                {
+                    'file': 'part_label.html',
+                    'name': 'Part Label',
+                    'description': 'Simple part label',
+                    'width': 70,
+                    'height': 24,
+                },
+                {
+                    'file': 'part_label_code128.html',
+                    'name': 'Barcode Part Label',
+                    'description': 'Simple part label with Code128 barcode',
+                    'width': 70,
+                    'height': 24,
+                },
+            ]
         )
 
-        dst_dir = os.path.join(
-            settings.MEDIA_ROOT,
-            'label',
-            'inventree',
-            'stockitem',
-        )
-
-        if not os.path.exists(dst_dir):
-            logger.info(f"Creating required directory: '{dst_dir}'")
-            os.makedirs(dst_dir, exist_ok=True)
-
-        labels = [
-            {
-                'file': 'qr.html',
-                'name': 'QR Code',
-                'description': 'Simple QR code label',
-                'width': 24,
-                'height': 24,
-            },
-        ]
-
-        for label in labels:
-
-            filename = os.path.join(
-                'label',
-                'inventree',
-                'stockitem',
-                label['file'],
-            )
-
-            # Check if the file exists in the media directory
-            src_file = os.path.join(src_dir, label['file'])
-            dst_file = os.path.join(settings.MEDIA_ROOT, filename)
-
-            to_copy = False
-
-            if os.path.exists(dst_file):
-                # File already exists - let's see if it is the "same",
-                # or if we need to overwrite it with a newer copy!
-
-                if hashFile(dst_file) != hashFile(src_file):  # pragma: no cover
-                    logger.info(f"Hash differs for '{filename}'")
-                    to_copy = True
-
-            else:
-                logger.info(f"Label template '{filename}' is not present")
-                to_copy = True
-
-            if to_copy:
-                logger.info(f"Copying label template '{dst_file}'")
-                shutil.copyfile(src_file, dst_file)
-
-            # Check if a label matching the template already exists
-            if StockItemLabel.objects.filter(label=filename).exists():
-                continue  # pragma: no cover
-
-            logger.info(f"Creating entry for StockItemLabel '{label['name']}'")
-
-            StockItemLabel.objects.create(
-                name=label['name'],
-                description=label['description'],
-                label=filename,
-                filters='',
-                enabled=True,
-                width=label['width'],
-                height=label['height'],
-            )
-
-    def create_stock_location_labels(self):
-        """Create database entries for the default StockItemLocation templates, if they do not already exist."""
-        from .models import StockLocationLabel
-
-        src_dir = os.path.join(
-            os.path.dirname(os.path.realpath(__file__)),
+    def create_labels_category(self, model, ref_name, labels):
+        """Create folder and database entries for the default templates, if they do not already exist."""
+        # Create root dir for templates
+        src_dir = Path(__file__).parent.joinpath(
             'templates',
             'label',
-            'stocklocation',
+            ref_name,
         )
 
-        dst_dir = os.path.join(
-            settings.MEDIA_ROOT,
+        dst_dir = settings.MEDIA_ROOT.joinpath(
             'label',
             'inventree',
-            'stocklocation',
+            ref_name,
         )
 
-        if not os.path.exists(dst_dir):
+        if not dst_dir.exists():
             logger.info(f"Creating required directory: '{dst_dir}'")
-            os.makedirs(dst_dir, exist_ok=True)
-
-        labels = [
-            {
-                'file': 'qr.html',
-                'name': 'QR Code',
-                'description': 'Simple QR code label',
-                'width': 24,
-                'height': 24,
-            },
-            {
-                'file': 'qr_and_text.html',
-                'name': 'QR and text',
-                'description': 'Label with QR code and name of location',
-                'width': 50,
-                'height': 24,
-            }
-        ]
+            dst_dir.mkdir(parents=True, exist_ok=True)
 
+        # Create lables
         for label in labels:
+            self.create_template_label(model, src_dir, ref_name, label)
 
-            filename = os.path.join(
-                'label',
-                'inventree',
-                'stocklocation',
-                label['file'],
-            )
-
-            # Check if the file exists in the media directory
-            src_file = os.path.join(src_dir, label['file'])
-            dst_file = os.path.join(settings.MEDIA_ROOT, filename)
-
-            to_copy = False
-
-            if os.path.exists(dst_file):
-                # File already exists - let's see if it is the "same",
-                # or if we need to overwrite it with a newer copy!
-
-                if hashFile(dst_file) != hashFile(src_file):  # pragma: no cover
-                    logger.info(f"Hash differs for '{filename}'")
-                    to_copy = True
-
-            else:
-                logger.info(f"Label template '{filename}' is not present")
-                to_copy = True
-
-            if to_copy:
-                logger.info(f"Copying label template '{dst_file}'")
-                shutil.copyfile(src_file, dst_file)
-
-            # Check if a label matching the template already exists
-            if StockLocationLabel.objects.filter(label=filename).exists():
-                continue  # pragma: no cover
-
-            logger.info(f"Creating entry for StockLocationLabel '{label['name']}'")
-
-            StockLocationLabel.objects.create(
-                name=label['name'],
-                description=label['description'],
-                label=filename,
-                filters='',
-                enabled=True,
-                width=label['width'],
-                height=label['height'],
-            )
-
-    def create_part_labels(self):
-        """Create database entries for the default PartLabel templates, if they do not already exist."""
-        from .models import PartLabel
-
-        src_dir = os.path.join(
-            os.path.dirname(os.path.realpath(__file__)),
-            'templates',
-            'label',
-            'part',
-        )
-
-        dst_dir = os.path.join(
-            settings.MEDIA_ROOT,
+    def create_template_label(self, model, src_dir, ref_name, label):
+        """Ensure a label template is in place."""
+        filename = os.path.join(
             'label',
             'inventree',
-            'part',
+            ref_name,
+            label['file']
         )
 
-        if not os.path.exists(dst_dir):
-            logger.info(f"Creating required directory: '{dst_dir}'")
-            os.makedirs(dst_dir, exist_ok=True)
+        src_file = src_dir.joinpath(label['file'])
+        dst_file = settings.MEDIA_ROOT.joinpath(filename)
 
-        labels = [
-            {
-                'file': 'part_label.html',
-                'name': 'Part Label',
-                'description': 'Simple part label',
-                'width': 70,
-                'height': 24,
-            },
-            {
-                'file': 'part_label_code128.html',
-                'name': 'Barcode Part Label',
-                'description': 'Simple part label with Code128 barcode',
-                'width': 70,
-                'height': 24,
-            },
-        ]
+        to_copy = False
 
-        for label in labels:
+        if dst_file.exists():
+            # File already exists - let's see if it is the "same"
 
-            filename = os.path.join(
-                'label',
-                'inventree',
-                'part',
-                label['file']
-            )
-
-            src_file = os.path.join(src_dir, label['file'])
-            dst_file = os.path.join(settings.MEDIA_ROOT, filename)
-
-            to_copy = False
-
-            if os.path.exists(dst_file):
-                # File already exists - let's see if it is the "same"
-
-                if hashFile(dst_file) != hashFile(src_file):  # pragma: no cover
-                    logger.info(f"Hash differs for '{filename}'")
-                    to_copy = True
-
-            else:
-                logger.info(f"Label template '{filename}' is not present")
+            if hashFile(dst_file) != hashFile(src_file):  # pragma: no cover
+                logger.info(f"Hash differs for '{filename}'")
                 to_copy = True
 
-            if to_copy:
-                logger.info(f"Copying label template '{dst_file}'")
-                shutil.copyfile(src_file, dst_file)
+        else:
+            logger.info(f"Label template '{filename}' is not present")
+            to_copy = True
 
-            # Check if a label matching the template already exists
-            if PartLabel.objects.filter(label=filename).exists():
-                continue  # pragma: no cover
+        if to_copy:
+            logger.info(f"Copying label template '{dst_file}'")
+            # Ensure destionation dir exists
+            dst_file.parent.mkdir(parents=True, exist_ok=True)
 
-            logger.info(f"Creating entry for PartLabel '{label['name']}'")
+            # Copy file
+            shutil.copyfile(src_file, dst_file)
 
-            PartLabel.objects.create(
-                name=label['name'],
-                description=label['description'],
-                label=filename,
-                filters='',
-                enabled=True,
-                width=label['width'],
-                height=label['height'],
-            )
+        # Check if a label matching the template already exists
+        if model.objects.filter(label=filename).exists():
+            return  # pragma: no cover
+
+        logger.info(f"Creating entry for {model} '{label['name']}'")
+
+        model.objects.create(
+            name=label['name'],
+            description=label['description'],
+            label=filename,
+            filters='',
+            enabled=True,
+            width=label['width'],
+            height=label['height'],
+        )
+        return
diff --git a/InvenTree/label/models.py b/InvenTree/label/models.py
index 03dcd7468b..13b5ac331e 100644
--- a/InvenTree/label/models.py
+++ b/InvenTree/label/models.py
@@ -155,7 +155,7 @@ class LabelTemplate(models.Model):
         template = template.replace('/', os.path.sep)
         template = template.replace('\\', os.path.sep)
 
-        template = os.path.join(settings.MEDIA_ROOT, template)
+        template = settings.MEDIA_ROOT.joinpath(template)
 
         return template
 
diff --git a/InvenTree/label/tests.py b/InvenTree/label/tests.py
index 7de7fd6c80..4a894ac791 100644
--- a/InvenTree/label/tests.py
+++ b/InvenTree/label/tests.py
@@ -1,7 +1,5 @@
 """Tests for labels"""
 
-import os
-
 from django.apps import apps
 from django.conf import settings
 from django.core.exceptions import ValidationError
@@ -42,27 +40,17 @@ class LabelTest(InvenTreeAPITestCase):
 
     def test_default_files(self):
         """Test that label files exist in the MEDIA directory."""
-        item_dir = os.path.join(
-            settings.MEDIA_ROOT,
-            'label',
-            'inventree',
-            'stockitem',
-        )
+        def test_subdir(ref_name):
+            item_dir = settings.MEDIA_ROOT.joinpath(
+                'label',
+                'inventree',
+                ref_name,
+            )
+            self.assertTrue(len([item_dir.iterdir()]) > 0)
 
-        files = os.listdir(item_dir)
-
-        self.assertTrue(len(files) > 0)
-
-        loc_dir = os.path.join(
-            settings.MEDIA_ROOT,
-            'label',
-            'inventree',
-            'stocklocation',
-        )
-
-        files = os.listdir(loc_dir)
-
-        self.assertTrue(len(files) > 0)
+        test_subdir('stockitem')
+        test_subdir('stocklocation')
+        test_subdir('part')
 
     def test_filters(self):
         """Test the label filters."""
diff --git a/InvenTree/part/views.py b/InvenTree/part/views.py
index 91569084e0..876d54e1c3 100644
--- a/InvenTree/part/views.py
+++ b/InvenTree/part/views.py
@@ -510,7 +510,7 @@ class PartImageSelect(AjaxUpdateView):
         data = {}
 
         if img:
-            img_path = os.path.join(settings.MEDIA_ROOT, 'part_images', img)
+            img_path = settings.MEDIA_ROOT.joinpath('part_images', img)
 
             # Ensure that the image already exists
             if os.path.exists(img_path):
diff --git a/InvenTree/plugin/helpers.py b/InvenTree/plugin/helpers.py
index 3036e6a9b6..89edb1a571 100644
--- a/InvenTree/plugin/helpers.py
+++ b/InvenTree/plugin/helpers.py
@@ -2,7 +2,6 @@
 
 import inspect
 import logging
-import os
 import pathlib
 import pkgutil
 import subprocess
@@ -103,10 +102,10 @@ def get_git_log(path):
 
     output = None
     if registry.git_is_modern:
-        path = path.replace(os.path.dirname(settings.BASE_DIR), '')[1:]
+        path = path.replace(str(settings.BASE_DIR.parent), '')[1:]
         command = ['git', 'log', '-n', '1', "--pretty=format:'%H%n%aN%n%aE%n%aI%n%f%n%G?%n%GK'", '--follow', '--', path]
         try:
-            output = str(subprocess.check_output(command, cwd=os.path.dirname(settings.BASE_DIR)), 'utf-8')[1:-1]
+            output = str(subprocess.check_output(command, cwd=settings.BASE_DIR.parent), 'utf-8')[1:-1]
             if output:
                 output = output.split('\n')
         except subprocess.CalledProcessError:  # pragma: no cover
@@ -125,7 +124,7 @@ def check_git_version():
     """Returns if the current git version supports modern features."""
     # get version string
     try:
-        output = str(subprocess.check_output(['git', '--version'], cwd=os.path.dirname(settings.BASE_DIR)), 'utf-8')
+        output = str(subprocess.check_output(['git', '--version'], cwd=settings.BASE_DIR.parent), 'utf-8')
     except subprocess.CalledProcessError:  # pragma: no cover
         return False
     except FileNotFoundError:  # pragma: no cover
diff --git a/InvenTree/plugin/registry.py b/InvenTree/plugin/registry.py
index 47715ce6b8..1ef37ddee2 100644
--- a/InvenTree/plugin/registry.py
+++ b/InvenTree/plugin/registry.py
@@ -7,9 +7,9 @@
 import importlib
 import logging
 import os
-import pathlib
 import subprocess
 from importlib import metadata, reload
+from pathlib import Path
 from typing import OrderedDict
 
 from django.apps import apps
@@ -207,7 +207,7 @@ class PluginsRegistry:
         if custom_dirs is not None:
             # Allow multiple plugin directories to be specified
             for pd_text in custom_dirs.split(','):
-                pd = pathlib.Path(pd_text.strip()).absolute()
+                pd = Path(pd_text.strip()).absolute()
 
                 # Attempt to create the directory if it does not already exist
                 if not pd.exists():
@@ -248,7 +248,7 @@ class PluginsRegistry:
             logger.info(f"Loading plugins from directory '{plugin}'")
 
             parent_path = None
-            parent_obj = pathlib.Path(plugin)
+            parent_obj = Path(plugin)
 
             # If a "path" is provided, some special handling is required
             if parent_obj.name is not plugin and len(parent_obj.parts) > 1:
@@ -283,7 +283,7 @@ class PluginsRegistry:
             return True
 
         try:
-            output = str(subprocess.check_output(['pip', 'install', '-U', '-r', settings.PLUGIN_FILE], cwd=os.path.dirname(settings.BASE_DIR)), 'utf-8')
+            output = str(subprocess.check_output(['pip', 'install', '-U', '-r', settings.PLUGIN_FILE], cwd=settings.BASE_DIR.parent), 'utf-8')
         except subprocess.CalledProcessError as error:  # pragma: no cover
             logger.error(f'Ran into error while trying to install plugins!\n{str(error)}')
             return False
@@ -565,7 +565,7 @@ class PluginsRegistry:
         """
         try:
             # for local path plugins
-            plugin_path = '.'.join(pathlib.Path(plugin.path).relative_to(settings.BASE_DIR).parts)
+            plugin_path = '.'.join(Path(plugin.path).relative_to(settings.BASE_DIR).parts)
         except ValueError:  # pragma: no cover
             # plugin is shipped as package
             plugin_path = plugin.NAME
diff --git a/InvenTree/plugin/serializers.py b/InvenTree/plugin/serializers.py
index 28bc8f6fa7..267d88f462 100644
--- a/InvenTree/plugin/serializers.py
+++ b/InvenTree/plugin/serializers.py
@@ -1,6 +1,5 @@
 """JSON serializers for plugin app."""
 
-import os
 import subprocess
 
 from django.conf import settings
@@ -144,7 +143,7 @@ class PluginConfigInstallSerializer(serializers.Serializer):
         success = False
         # execute pypi
         try:
-            result = subprocess.check_output(command, cwd=os.path.dirname(settings.BASE_DIR))
+            result = subprocess.check_output(command, cwd=settings.BASE_DIR.parent)
             ret['result'] = str(result, 'utf-8')
             ret['success'] = True
             success = True
diff --git a/InvenTree/report/apps.py b/InvenTree/report/apps.py
index 1b1e402746..e55053b1c1 100644
--- a/InvenTree/report/apps.py
+++ b/InvenTree/report/apps.py
@@ -3,6 +3,7 @@
 import logging
 import os
 import shutil
+from pathlib import Path
 
 from django.apps import AppConfig
 from django.conf import settings
@@ -25,23 +26,21 @@ class ReportConfig(AppConfig):
     def create_default_reports(self, model, reports):
         """Copy defualt report files across to the media directory."""
         # Source directory for report templates
-        src_dir = os.path.join(
-            os.path.dirname(os.path.realpath(__file__)),
+        src_dir = Path(__file__).parent.joinpath(
             'templates',
             'report',
         )
 
         # Destination directory
-        dst_dir = os.path.join(
-            settings.MEDIA_ROOT,
+        dst_dir = settings.MEDIA_ROOT.joinpath(
             'report',
             'inventree',
             model.getSubdir(),
         )
 
-        if not os.path.exists(dst_dir):
+        if not dst_dir.exists():
             logger.info(f"Creating missing directory: '{dst_dir}'")
-            os.makedirs(dst_dir, exist_ok=True)
+            dst_dir.mkdir(parents=True, exist_ok=True)
 
         # Copy each report template across (if required)
         for report in reports:
@@ -54,10 +53,10 @@ class ReportConfig(AppConfig):
                 report['file'],
             )
 
-            src_file = os.path.join(src_dir, report['file'])
-            dst_file = os.path.join(settings.MEDIA_ROOT, filename)
+            src_file = src_dir.joinpath(report['file'])
+            dst_file = settings.MEDIA_ROOT.joinpath(filename)
 
-            if not os.path.exists(dst_file):
+            if not dst_file.exists():
                 logger.info(f"Copying test report template '{dst_file}'")
                 shutil.copyfile(src_file, dst_file)
 
diff --git a/InvenTree/report/models.py b/InvenTree/report/models.py
index 39ca0f7cd7..ea454d581d 100644
--- a/InvenTree/report/models.py
+++ b/InvenTree/report/models.py
@@ -111,14 +111,13 @@ class ReportBase(models.Model):
 
         path = os.path.join('report', 'report_template', self.getSubdir(), filename)
 
-        fullpath = os.path.join(settings.MEDIA_ROOT, path)
-        fullpath = os.path.abspath(fullpath)
+        fullpath = settings.MEDIA_ROOT.joinpath(path).resolve()
 
         # If the report file is the *same* filename as the one being uploaded,
         # remove the original one from the media directory
         if str(filename) == str(self.template):
 
-            if os.path.exists(fullpath):
+            if fullpath.exists():
                 logger.info(f"Deleting existing report template: '{filename}'")
                 os.remove(fullpath)
 
@@ -139,10 +138,12 @@ class ReportBase(models.Model):
         Required for passing the file to an external process
         """
         template = self.template.name
+
+        # TODO @matmair change to using new file objects
         template = template.replace('/', os.path.sep)
         template = template.replace('\\', os.path.sep)
 
-        template = os.path.join(settings.MEDIA_ROOT, template)
+        template = settings.MEDIA_ROOT.joinpath(template)
 
         return template
 
@@ -474,14 +475,13 @@ def rename_snippet(instance, filename):
 
     path = os.path.join('report', 'snippets', filename)
 
-    fullpath = os.path.join(settings.MEDIA_ROOT, path)
-    fullpath = os.path.abspath(fullpath)
+    fullpath = settings.MEDIA_ROOT.joinpath(path).resolve()
 
     # If the snippet file is the *same* filename as the one being uploaded,
     # delete the original one from the media directory
     if str(filename) == str(instance.snippet):
 
-        if os.path.exists(fullpath):
+        if fullpath.exists():
             logger.info(f"Deleting existing snippet file: '{filename}'")
             os.remove(fullpath)
 
@@ -517,10 +517,9 @@ def rename_asset(instance, filename):
     # If the asset file is the *same* filename as the one being uploaded,
     # delete the original one from the media directory
     if str(filename) == str(instance.asset):
-        fullpath = os.path.join(settings.MEDIA_ROOT, path)
-        fullpath = os.path.abspath(fullpath)
+        fullpath = settings.MEDIA_ROOT.joinpath(path).resolve()
 
-        if os.path.exists(fullpath):
+        if fullpath.exists():
             logger.info(f"Deleting existing asset file: '{filename}'")
             os.remove(fullpath)
 
diff --git a/InvenTree/report/templatetags/report.py b/InvenTree/report/templatetags/report.py
index 3b7863e2f4..cde637cfb4 100644
--- a/InvenTree/report/templatetags/report.py
+++ b/InvenTree/report/templatetags/report.py
@@ -32,9 +32,9 @@ def asset(filename):
     debug_mode = InvenTreeSetting.get_setting('REPORT_DEBUG_MODE')
 
     # Test if the file actually exists
-    full_path = os.path.join(settings.MEDIA_ROOT, 'report', 'assets', filename)
+    full_path = settings.MEDIA_ROOT.joinpath('report', 'assets', filename)
 
-    if not os.path.exists(full_path) or not os.path.isfile(full_path):
+    if not full_path.exists() or not full_path.is_file():
         raise FileNotFoundError(f"Asset file '{filename}' does not exist")
 
     if debug_mode:
@@ -63,9 +63,8 @@ def uploaded_image(filename, replace_missing=True, replacement_file='blank_image
         exists = False
     else:
         try:
-            full_path = os.path.join(settings.MEDIA_ROOT, filename)
-            full_path = os.path.abspath(full_path)
-            exists = os.path.exists(full_path) and os.path.isfile(full_path)
+            full_path = settings.MEDIA_ROOT.joinpath(filename).resolve()
+            exists = full_path.exists() and full_path.is_file()
         except Exception:
             exists = False
 
@@ -85,11 +84,9 @@ def uploaded_image(filename, replace_missing=True, replacement_file='blank_image
     else:
         # Return file path
         if exists:
-            path = os.path.join(settings.MEDIA_ROOT, filename)
-            path = os.path.abspath(path)
+            path = settings.MEDIA_ROOT.joinpath(filename).resolve()
         else:
-            path = os.path.join(settings.STATIC_ROOT, 'img', replacement_file)
-            path = os.path.abspath(path)
+            path = settings.STATIC_ROOT.joinpath('img', replacement_file).resolve()
 
         return f"file://{path}"
 
diff --git a/InvenTree/report/tests.py b/InvenTree/report/tests.py
index f9e4c070fb..fe45b56446 100644
--- a/InvenTree/report/tests.py
+++ b/InvenTree/report/tests.py
@@ -2,6 +2,7 @@
 
 import os
 import shutil
+from pathlib import Path
 
 from django.conf import settings
 from django.core.cache import cache
@@ -38,12 +39,11 @@ class ReportTagTest(TestCase):
                 report_tags.asset("bad_file.txt")
 
         # Create an asset file
-        asset_dir = os.path.join(settings.MEDIA_ROOT, 'report', 'assets')
-        os.makedirs(asset_dir, exist_ok=True)
-        asset_path = os.path.join(asset_dir, 'test.txt')
+        asset_dir = settings.MEDIA_ROOT.joinpath('report', 'assets')
+        asset_dir.mkdir(parents=True, exist_ok=True)
+        asset_path = asset_dir.joinpath('test.txt')
 
-        with open(asset_path, 'w') as f:
-            f.write("dummy data")
+        asset_path.write_text("dummy data")
 
         self.debug_mode(True)
         asset = report_tags.asset('test.txt')
@@ -68,13 +68,11 @@ class ReportTagTest(TestCase):
 
         # Create a dummy image
         img_path = 'part/images/'
-        img_path = os.path.join(settings.MEDIA_ROOT, img_path)
-        img_file = os.path.join(img_path, 'test.jpg')
+        img_path = settings.MEDIA_ROOT.joinpath(img_path)
+        img_file = img_path.joinpath('test.jpg')
 
-        os.makedirs(img_path, exist_ok=True)
-
-        with open(img_file, 'w') as f:
-            f.write("dummy data")
+        img_path.mkdir(parents=True, exist_ok=True)
+        img_file.write_text("dummy data")
 
         # Test in debug mode. Returns blank image as dummy file is not a valid image
         self.debug_mode(True)
@@ -91,7 +89,7 @@ class ReportTagTest(TestCase):
 
         self.debug_mode(False)
         img = report_tags.uploaded_image('part/images/test.jpg')
-        self.assertEqual(img, f'file://{img_path}test.jpg')
+        self.assertEqual(img, f'file://{img_path.joinpath("test.jpg")}')
 
     def test_part_image(self):
         """Unit tests for the 'part_image' tag"""
@@ -178,8 +176,7 @@ class ReportTest(InvenTreeAPITestCase):
 
     def copyReportTemplate(self, filename, description):
         """Copy the provided report template into the required media directory."""
-        src_dir = os.path.join(
-            os.path.dirname(os.path.realpath(__file__)),
+        src_dir = Path(__file__).parent.joinpath(
             'templates',
             'report'
         )
@@ -190,18 +187,15 @@ class ReportTest(InvenTreeAPITestCase):
             self.model.getSubdir(),
         )
 
-        dst_dir = os.path.join(
-            settings.MEDIA_ROOT,
-            template_dir
-        )
+        dst_dir = settings.MEDIA_ROOT.joinpath(template_dir)
 
-        if not os.path.exists(dst_dir):  # pragma: no cover
-            os.makedirs(dst_dir, exist_ok=True)
+        if not dst_dir.exists():  # pragma: no cover
+            dst_dir.mkdir(parents=True, exist_ok=True)
 
-        src_file = os.path.join(src_dir, filename)
-        dst_file = os.path.join(dst_dir, filename)
+        src_file = src_dir.joinpath(filename)
+        dst_file = dst_dir.joinpath(filename)
 
-        if not os.path.exists(dst_file):  # pragma: no cover
+        if not dst_file.exists():  # pragma: no cover
             shutil.copyfile(src_file, dst_file)
 
         # Convert to an "internal" filename
diff --git a/tasks.py b/tasks.py
index 87de041a8b..f131847f5c 100644
--- a/tasks.py
+++ b/tasks.py
@@ -5,6 +5,7 @@ import os
 import pathlib
 import re
 import sys
+from pathlib import Path
 
 from invoke import task
 
@@ -52,23 +53,23 @@ def content_excludes():
     return output
 
 
-def localDir():
+def localDir() -> Path:
     """Returns the directory of *THIS* file.
 
     Used to ensure that the various scripts always run
     in the correct directory.
     """
-    return os.path.dirname(os.path.abspath(__file__))
+    return Path(__file__).parent.resolve()
 
 
 def managePyDir():
     """Returns the directory of the manage.py file."""
-    return os.path.join(localDir(), 'InvenTree')
+    return localDir().joinpath('InvenTree')
 
 
 def managePyPath():
     """Return the path of the manage.py file."""
-    return os.path.join(managePyDir(), 'manage.py')
+    return managePyDir().joinpath('manage.py')
 
 
 def manage(c, cmd, pty: bool = False):
@@ -171,7 +172,7 @@ def translate_stats(c):
 
     The file generated from this is needed for the UI.
     """
-    path = os.path.join('InvenTree', 'script', 'translation_stats.py')
+    path = Path('InvenTree', 'script', 'translation_stats.py')
     c.run(f'python3 {path}')
 
 
@@ -252,12 +253,11 @@ def export_records(c, filename='data.json', overwrite=False, include_permissions
     """
     # Get an absolute path to the file
     if not os.path.isabs(filename):
-        filename = os.path.join(localDir(), filename)
-        filename = os.path.abspath(filename)
+        filename = localDir().joinpath(filename).resolve()
 
     print(f"Exporting database records to file '{filename}'")
 
-    if os.path.exists(filename) and overwrite is False:
+    if filename.exists() and overwrite is False:
         response = input("Warning: file already exists. Do you want to overwrite? [y/N]: ")
         response = str(response).strip().lower()
 
@@ -306,7 +306,7 @@ def import_records(c, filename='data.json', clear=False):
     """Import database records from a file."""
     # Get an absolute path to the supplied filename
     if not os.path.isabs(filename):
-        filename = os.path.join(localDir(), filename)
+        filename = localDir().joinpath(filename)
 
     if not os.path.exists(filename):
         print(f"Error: File '{filename}' does not exist")
@@ -442,8 +442,8 @@ def test_translations(c):
     from django.conf import settings
 
     # setup django
-    base_path = os.getcwd()
-    new_base_path = pathlib.Path('InvenTree').absolute()
+    base_path = Path.cwd()
+    new_base_path = pathlib.Path('InvenTree').resolve()
     sys.path.append(str(new_base_path))
     os.chdir(new_base_path)
     os.environ.setdefault('DJANGO_SETTINGS_MODULE', 'InvenTree.settings')
@@ -487,8 +487,8 @@ def test_translations(c):
                     file_new.write(line)
 
     # change out translation files
-    os.rename(file_path, str(file_path) + '_old')
-    os.rename(new_file_path, file_path)
+    file_path.rename(str(file_path) + '_old')
+    new_file_path.rename(file_path)
 
     # compile languages
     print("Compile languages ...")