Hello @SirTedDanson
Thank you for reaching out on the community and telling us about your issue. I do apologize in the issue you're having. That is odd I'm wondering where exactly the issue is. I believe in this case it might help trying on a test file to see if we have a similar issue. This will give us a better idea of where exactly the issue is. I'll leave steps down below on how to do so.
We'll want to go across the top left of Quicken to File > New > start from scratch > default categories > don't sync to mobile and web. Once done add your Chase account and see if we're able to import the Venmo and Zelle transactions.
Once you get the chance let us know what you're able to find out. From there we'll see what we're able to do next.
Thanks,
Quicken Francisco