Update the Web.config in the WebApp folder (e.g. C:\deployarea\cispro\23.1.0.5331\WebApp\Web.config). Look for the maxRequestLength and executionTimeout attributes. Depending on how big the filesize is, you may need to up the execution timeout. Just be aware that execution timeout is for ALL requests, not just file uploads.
Something important to note that that the Web.config file is not persisted between upgrades. This means that the next time the customer upgrades IIS will use the Web.config that comes with the new version. When the customer upgrades, they’ll have to make this change again. We can’t just copy over the web.config from the previous release either because sometimes this file is modified in newer versions.