Reimage WD Sentinel DX4000 to Server 2019?

Is this possible, or am I stuck only being able to reset this device to Server 2008 essentials? Support for Server 2008 ends in January. This is an inherited IT device. I was planning on wiping it and reimaging it to Server 2019. I’m all set, but realized there’s no video out… It looks like the OS is the original one and not a clean install either. If this is stuck on Server 2008, it’s pretty much worthless then.

search around here. someone had a way to load a newer OS that used tightVNC
I never tried it