This can be done in Wordpress via the Admin section if the theme created is widgetized in order to accommodate this feature. Since it's custom html, he could select the Widgets tab within the Appearance Section via Admin, drag and drop the 'Text' widget into the Sidebar he would like it to appear, and include his content how he's like it to appear and hit save.
Another more manual, less user-friendly route is to create a php include into his template linking to one html file on his server, where he could edit that one html file enabling the changes to be reflected throughout his website.
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