Siri reminders work on phone, fail on watch; watch calendar always out of date

I have 2 problems. Hoping someone has a solution.

1. If I had a dime for every time I raise my wrist, say "hey siri, add X to my shopping" list, and get back "sorry, I couldn't create your reminder".. I'd have quite a bit of money. In a split second, I can pick up my phone, say the same thing (and have it heard the same), and it works instantly. What's up?

2. My work uses Google calendar for everything. I have it set up on my phone with a fetch every 15 minutes (I hate that I can't do push or more frequent fetches.. but, oh well). Whenever I make changes to my calendar (gcal website), they show up on my phone within 15 minutes.. but hours later, my watch is still wrong. Even if I manually refresh my calendars in the phone's calendar app, the watch still won't update. Even restarting the watch doesn't fix it! Whyyyyyyyyyy??

Please help.. these problems make me hate my watch. They are two of my most common use cases.