After more testing, it was found that if i ran the MSI without the /quiet switch it runs just fine and gets attached to my account like expected. The /quiet tag seems to be my issue. Anyone have any ideas? Nevermind!! Adding these three lines fixed the issue. 2. on InstallExecuteSequence - right click on the right panel, select "Add Row" to add following 3 actions: action: GetLMIRegistrationCookie condition: NOT Installed sequence: 3710 action: LMIGetLicense condition: NOT Installed sequence: 3730 action: LMIGetLicenseForProfile condition: NOT Installed sequence: 3720 Thank you Camelot_One!