You might try deleting all of the photosmash files in the upgrade folder. Please note that some people have problems using the automatic upgrade when using PHP 4. I don’t know why, but I’ve seen it happen (and it looks like as of the upcoming WP 3.2 release, PHP5 will be required: http://codex.wordpress.org/Hosting_WordPress ).
You could try FTPing the unzipped plugin folder into the wp-content/plugins/ folder and see if that fixes it.
The current version of PhotoSmash on the WP repository (v. 1.0.5) has been downloaded over 5,000 times and this has not been reported that I’m aware of, so I would lean toward the problem being something other than the plugin being broken. It might be a server configuration issue, PHP 4, or a conflict with another plugin. If you discover that the plugin does work, I’d appreciate it if you would mark it as “Works”. This would help the WP community have a better idea of the state of the plugin’s functionality.
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