Upgrading from 5.3 to current Is there a reasonable upgrade path from drupal 5.3 to the current version or should I just rebuild the site from scratch? It's a pretty small site, but it does have a few custom content types, and use tac_lite for role-based security.

These are the modules I have installed:

tac_lite
filebrowser
private_upload
role_weights
site_user_list
user_import
cck
views
imagefield
imagecache
token
pathauto
path_access
marksmarty
devel
admin_menu
Nope, there is none. No matter if by "current" you mean 7.x or 8.x, skipping 6 is too much gap, and even upgrades from 6 to 7 are known not to be painless and safe.

You may try to rebuild site's structure from scratch, and then use Drupal-to-Drupal data migration module to import your data:


  migrate_d2d provides a framework based on the Migrate API for migrating content from Drupal 5, Drupal 6, or Drupal 7 sites into the Drupal 7 site where it is installed. As of 7.x-2.1-beta1, it requires Migrate 7.x-2.6-beta1 or later.