Apple mail appears to have problems sending multiple recipients.

Apple mail appears to have problems sending to multiple recipients. For the last 6 months I thought it was an issue with specific emails accounts. It would stop sending my email until I removed the last 1 added recipient. Then it was the 2 last added, then 3. I found myself deleting the last added email addresses only to begin sending 2 emails in different batches. I googled this thinking maybe I hit a max of recipients but nope- clearly I was under 500. Anyways, I continued sending my emails in batches until now- I have 11 addresses I can’t include in first email. However, it’s not liking the last 2 so now I’m sending 3 batches of emails. It’s a waste of time. I tried sending the email via Gmail directly and all recipients are shown to be valid addresses and sent with no issues.

So conclusion, Apple- it’s you not me.