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I was missing the requestLimits element as in:

<system.webServer>
    <security>
    <requestFiltering>
        <!-- This is the value in **bytes** -->
        <!-- 524288000 bytes = 500MB -->
        <!-- The maximum for this is 4,294,967,295 (3.99GB) - http://stackoverflow.com/questions/4022434/-->
        <requestLimits maxAllowedContentLength="524288000" />
    </requestFiltering>
    </security>
</system.webServer> 

Another useful answer to a very similar problem: Tridion 2011 SP1 HTTPS Publishing throwing 'Post size exceeded allowed limits'Tridion 2011 SP1 HTTPS Publishing throwing 'Post size exceeded allowed limits'

I was missing the requestLimits element as in:

<system.webServer>
    <security>
    <requestFiltering>
        <!-- This is the value in **bytes** -->
        <!-- 524288000 bytes = 500MB -->
        <!-- The maximum for this is 4,294,967,295 (3.99GB) - http://stackoverflow.com/questions/4022434/-->
        <requestLimits maxAllowedContentLength="524288000" />
    </requestFiltering>
    </security>
</system.webServer> 

Another useful answer to a very similar problem: Tridion 2011 SP1 HTTPS Publishing throwing 'Post size exceeded allowed limits'

I was missing the requestLimits element as in:

<system.webServer>
    <security>
    <requestFiltering>
        <!-- This is the value in **bytes** -->
        <!-- 524288000 bytes = 500MB -->
        <!-- The maximum for this is 4,294,967,295 (3.99GB) - http://stackoverflow.com/questions/4022434/-->
        <requestLimits maxAllowedContentLength="524288000" />
    </requestFiltering>
    </security>
</system.webServer> 

Another useful answer to a very similar problem: Tridion 2011 SP1 HTTPS Publishing throwing 'Post size exceeded allowed limits'

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Nickoli Roussakov
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I was missing the requestLimits element as in:

<system.webServer>
    <security>
    <requestFiltering>
        <!-- This is the value in **bytes** -->
        <!-- 524288000 bytes = 500MB -->
        <!-- The maximum for this is 4,294,967,295 (3.99GB) - http://stackoverflow.com/questions/4022434/-->
        <requestLimits maxAllowedContentLength="524288000" />
    </requestFiltering>
    </security>
</system.webServer> 

Another useful answer to a very similar problem: Tridion 2011 SP1 HTTPS Publishing throwing 'Post size exceeded allowed limits'