WinCustomize was launched in March 2001 by Brad Wardell and Pat Ford, both of whom work at Stardock.

After the dot-com recession had taken down many popular skin sites, WinCustomize quickly grew in popularity due to a combination of wide variety of content, uptime reliability, and being the preferred content destination by Stardock customers.

It has managed to avoid having to put many limitations on users or having to resort to pop-up advertising because of its corporate patron Stardock subsidizing its costs.

This growth has prompted several site redesigns to offer improved functionality and reliability to users.

WinCustomize v6 — Planned for Late 2008/Early 2009, the WC v6 project aims to be a major revision to how users navigate and interact with the site and the community as a whole.