Permalink problem

I have a strange problem I’m unable to solve. I have just migrated over to a cloud server. During the migration I moved two working WordPress sites without issue. I’m now trying to setup a third site using the same configuration as used in the other two; however, the Permalink functions is not working on the new site.

The web.config files are all setup the same way but only some of the images on the new site show up and only some CSS elements are loaded when using a custom Permalink structure of: /%category%/%postname%/

Here is my web.config file:

<?xml version="1.0" encoding="UTF-8"?>
<configuration>
    <system.webServer>
        <rewrite>
            <rules>
                <rule name="Index Rewrite" stopProcessing="true">
                    <match url=".*" />
                    <conditions>
                        <add input="{REQUEST_FILENAME}" matchType="IsFile" negate="true" />
                        <add input="{REQUEST_FILENAME}" matchType="IsDirectory" negate="true" />
                    </conditions>
                    <action type="Rewrite" url="index.php" logRewrittenUrl="true" />
                </rule>
            </rules>
        </rewrite>
    </system.webServer>
</configuration>

Any ideas what’s going on?