Before version 2.9, the bigger majority of us using custom fields to manage the thumbnails associated with posts. Based on a plugin, or a small development, this management was relatively simple. With version 2.9, WordPress can now attach a thumbnail to each post or page. So, users will have a choice: adopt the new management, or keep the current one. Both cases will be difficult to manage in the future. But is it possible to convert old posts and thumbnails to the new system?
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WordPress 2.9: a lead to manage thumbnails for old posts