My gmail is acting up again inside Apple Mail. What should I do?
___________

Before we re-attack the problem, let’s give apple a chance to resolve it. We are VERY close to the next operating system updated called Big Sur. MacOS 11. This is a major overhaul of MacOS. We’ve been using MacOS 10 since 2001 so moving to the number 11 says a lot to how big a change the entire OS is headed for. My hope is that Big Sur will address the mail issue you’re having. I believe last time it took a lot of digging to get to the root of the issue. By the way, I’ve actually had several gmail related complaints toward apple mail in the last two months so you’re issue is not alone. Last time, we tried replacing the email account by deleting then readding and then redownloading all the email. Cleaned out the old V2 folders but in the end it was a pretty obscure fix that resolved the issue. However, let’s sit back since we are so close to Big Sur’s release and see if it self-resolves.

Full Disclosure: Big Sir won’t come without it’s share of potential problems. It’s possible that moving to Big Sur could also create new issues with VMware or Parallels. I’ve not tested virtual machines yet within MacOS 11 but it wouldn’t surprise me if either of those companies were slow to roll out updates to their virtual machines to work with Big Sur.