In each of the web.config files for each directory, they will look much like this:
<rewrite>
<rules>
<rule name="wordpress" 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" />
</rule>
</rules>
</rewrite>
For each sub-site, you need to change the rule name and add a clear element. Example:
<rewrite>
<rules>
<clear />
<rule name="SOME DIFFERENT NAME HERE" 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" />
</rule>
</rules>
</rewrite>
WordPress will not do this for you because it doesn’t know about any other sites on your system, and IIS configuration is very complicated. As I explained in comments, WordPress’s support for IIS is extremely limited at present. You need to really write these config files yourself if you have any sort of system other than a single site configuration, and for that, you need to find an expert who knows IIS, not necessarily one who knows WordPress in particular.