Here is my solution incase someone needs it. I replied yesterday, but forgot to include the group.
I created a batch file to run this and placed it in windows startup folder via running the command (Win Key+R) "Shell:common startup" or browse to "C:\ProgramData\Microsoft\Windows\Start Menu\Programs\Startup". To run it for your user the run command is "Shell: startup" and opens "C:\Users\[USERNAME]\AppData\Roaming\Microsoft\Windows\Start Menu\Programs\Startup". Restart your computer and it should run that batch file, and thus the program(s) on launch.
I use the batch file in the SDRT bin folder. Here's my command (note, the sdr-trunk folder is on the desktop of this server and the supervisor executable is on the desktop along with this batch file.):
.\supervisor "C:\Users\Radio\Desktop\sdr-trunk-windows-x86_64-v0.5.0-beta5\bin\sdr-trunk.bat"
There are other solutions, but this is what I use in my setup and has been working well for me.