With regards to the effect of upgrading on the look of your site, there are a few factors at play here. The upgrade of the ZC base software doesn't directly affect the look, but how the template is formatted and plugins that have been installed may not exist or they themselves may need modification. The process isn't terribly difficult, but it would be suggested to identify what it is you want to the site to be able to do, (most helpful if you can identify what you have previously installed/modified) so that the upgrade can go smoothly.
Something else to consider is that in that time, mobile devices have become more popular and accessing a site is frequently performed on such. There are now templates that handle such mobile devices as well as code that can be added to an existing template to make it mobile friendly.
As long as you plan on continuing to operate your store, you should continue to consider upgrading. A general overview of this process can be found at: http://www.zen-cart.com/entry.php?3-...d-of-upgrading


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