Edit, Mystery solved, thanks to Eskonr over at /r/sccm Just turns out that Posh 1.0 doesnt support the Bypass parameter as stated in link below: PowerShell 1.0 does not support Undefined and Bypass execution policies. https://technet.microsoft.com/en-us/library/hh846237.aspx?f=255&MSPPError=-2147217396#BKMK_RunPowerShellScript And bypass ins’t included in the documentation for the Cmdlet Set-executionpolicy for V1.0 https://technet.microsoft.com/en-us/library/ee176961.aspx