Hello @MAGATech this is a great question. It will really depend on which features you will be using in server 2019. Clustering for instance in 2019 has improved a lot and so did Hyper-v. So if you use any of these two then you may want to consider it.
Yet, you have to make sure your applicaition (in case you have an application) and your backup and Anti-virus support 2019 with no issues.
As far as GuruSquad, we support server 2019 since it was tech-preview 2. Given we are a data replication software, we always test and optimize our software to support future releases of windows so that customers can use us to migrate their data whenever they need to.