We have the task of installing SharePoint 2019 in a corporate DMZ but then connecting back behind the corporate firewall to the AD instance so our corporate users can connect to the platform via SSO.  We ran a wacky STSADM -O command that allowed us to successfully connect the PeoplePicker in Central Admin to add users to the Farm Admin group but it still fails when trying to add users to the web application (where it’s needed).

So on a call with Microsoft we were referred to the below article by Josh Roark, Sr. Support Escalation Engineer at Microsoft.  I hope it helps you as much as it did us!

https://joshroark.com/sharepoint-how-to-configure-people-picker-for-a-one-way-trust/

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Posted in SharePoint 2019 by Doug Comments Off on PeoplePicker Issues with SharePoint 2019 in a DMZ