I rarely update Quicken anymore. I found that I had not added the new Checking / Saving accounts I opened in the beginning of the year. When I added the account, it displays from August on. My online banking account displays all transactions going back to the opening date. Even after updating Quicken doesn't show the older transactions including the opening deposit.
I've read here and haven't found a solution. I'm contacting my bank to see if it's on their side but wanted to ask here to make sure Quicken isn't set up wrong. This is the first time opening a new account in Quicken has caused this issue.