Add image/video support, java pop up date choose to current website

[login to view URL] I would like to update some functions on this site created using Drupal CMS. Drupal version 5.18 (out dated I know but too many custom mods to update) * Add multiple image support for classified ads (submitting classifieds, animals, auto, and jobseek) Currently ads viewed in full node with images have preview image to far right when clicked maximize in greybox. Would like to have ability to add up to 4 additional (total of 5) images micro sized just below current preview image that maximize in greybox when clicked. * Add flash video support for classified ads (classifieds, animals, auto, and jobseek) 1 video per ad only. Max of 100 meg video upload file. * Create ad logo expiration warning and email notifications system. We sell advertisements throughout the site and need a way to keep track of when they will expire via email notification to admin and ad owner. (Open to suggestions on best possible solution for this)