Hi BrentSeaman. I too have QB Desktop Mac 2021 and have not updated it since R13.1 . Also I'm currently still on OS Monterey 12.7.1 because I'm fearful of losing access to QB if I update to Sonoma. I don't know whether to update my OS first or if I should update QB first. I do not have any plans to move to online, and don't use any QB add-ons that would force me to, so I want to stay with desktop. Is there a crystal clear step by step I can follow to get me as updated as possible and still have QB Mac 2021 work with Sonoma?