diff --git a/blasta/__main__.py b/blasta/__main__.py
index c269383..2f1c60d 100644
--- a/blasta/__main__.py
+++ b/blasta/__main__.py
@@ -12,13 +12,14 @@ TODO
 """
 
 import argparse
-from blasta.config import Settings, Share
+from blasta.config import Cache, Settings, Share
 from blasta.http.instance import HttpInstance
 from blasta.database.sqlite import DatabaseSQLite
 import json
 import logging
 import os
 from os.path import getsize, exists
+import shutil
 import sys
 import time
 from typing import Optional
@@ -44,9 +45,35 @@ def main():
     http_instance = HttpInstance(accounts, sessions)
     return http_instance.app
 
-app = main()
-
 if __name__ == 'blasta.__main__':
+
+    directory = os.path.dirname(__file__)
+
+    # Copy data files
+    directory_data = Share.get_directory()
+    if not os.path.exists(directory_data):
+        directory_assets = os.path.join(directory, 'assets')
+        directory_assets_new = shutil.copytree(directory_assets, directory_data)
+        print(f'Data directory {directory_assets_new} has been created and populated.')
+
+    # Copy settings files
+    directory_settings = Settings.get_directory()
+    if not os.path.exists(directory_settings):
+        directory_configs = os.path.join(directory, 'configs')
+        directory_settings_new = shutil.copytree(directory_configs, directory_settings)
+        print(f'Settings directory {directory_settings_new} has been created and populated.')
+
+    # Create cache directories
+    directory_cache = Cache.get_directory()
+    if not os.path.exists(directory_cache):
+        print(f'Creating a cache directory at {directory_cache}.')
+        os.mkdir(directory_cache)
+    for subdirectory in ('data', 'export', 'items'):
+        subdirectory_cache = os.path.join(directory_cache, subdirectory)
+        if not os.path.exists(subdirectory_cache):
+            print(f'Creating a cache subdirectory at {subdirectory_cache}.')
+            os.mkdir(subdirectory_cache)
+
     parser = argparse.ArgumentParser(
         prog='blasta',
         description='Blasta - A collaborative annotation system.',
@@ -57,7 +84,10 @@ if __name__ == 'blasta.__main__':
     parser.add_argument('-o', '--open', help='open an html browser', action='store_const', const=True, dest='open')
     args = parser.parse_args()
     port = int(args.port or 8000)
+
+    app = main()
     uvicorn.run(app, host='localhost', port=port)
+
     if args.open:
         # TODO Check first time
         webbrowser.open('http://localhost:{}/help/about'.format(port))
diff --git a/pyproject.toml b/pyproject.toml
index 30e9b6e..92d0e2d 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -61,4 +61,4 @@ blasta = "blasta.__main__:main"
 platforms = ["any"]
 
 [tool.setuptools.package-data]
-"*" = ["*.toml"]
+"*" = ["*.atom", "*.css", "*.ico", "*.js", "*.sql", "*.svg", "*.toml", "*.xhtml", "*.xsl"]