I'm here to provide some insights about the system requirements to upgrade your Subscription, @DavidJ58.
Windows Server 2019 is not compatible with Version 2015-2018. For QuickBooks Desktop Enterprise 2015, the system requirements are Server 2008 R2, Windows Server 2008, and Windows Server 2012 (SP2). Version 2016 needs Windows Server 2012, Windows Small Business Server 2011, Small Business Server 2008. For 2017, it requires Windows Server 2012 R2, Windows Server 2008 R2. In 2018, it was necessary to have Windows Server 2008 R2 SP1.
Also, we can use this article on how you can upgrade to the latest version:
If you have more questions related to your subscription in QuickBooks Enterprise, don't hesitate to come back to this post. We're available 24/7. Have a great day.