Is calendar syncing between Google and Outlook always this unreliable?

[Lukkas]

Hi everyone,

I've been trying to keep my Google Calendar and Outlook calendar in sync, and it's honestly been more frustrating than I expected. I spent a good part of the weekend testing different settings and sync methods. Everything seems to work at first, but after a day or two something always goes wrong. Sometimes events disappear, other times I end up with duplicates, and it becomes impossible to tell which calendar is actually up to date.
A few weeks ago I even missed an important appointment because an event that had originally synced correctly disappeared from my personal calendar. Since then I've been checking both calendars manually, which completely defeats the purpose of syncing them in the first place.
I've looked into CalDAV and several other approaches, and I also came across syncthemcalendars.com while searching for possible solutions. It looks promising, but before I commit to any particular method or service, I'd really like to hear from people who have been using a reliable setup for a while.
If you use both Google Calendar and Outlook on a regular basis, what has worked well for you in the long term? I'm hoping to find something that doesn't require constant maintenance or break after every update.

[ElvisLives]

Nothing more reliable than my good ol’ paper calendar. If it ain’t ‘synced,’ it’s only my fault.

[Etref]

Hi everyone
I've been trying to keep my Google Calendar and Outlook calendar in sync, and honestly it's becoming a bit of a headache. I spent a good part of the weekend trying different settings and workarounds. Everything looks fine at first, then a day or two later something goes wrong. Sometimes events disappear, sometimes I end up with duplicates, and it's hard to know which calendar is actually correct. A few weeks ago I even missed an important appointment because an event that was showing up originally had vanished from my personal calendar. Since then I've been double-checking everything, which kind of defeats the purpose of having synced calendars in the first place. I looked into CalDAV and a few other sync methods, but most of the guides I found seem either outdated or written for people who already know exactly what they're doing. I can usually figure this sort of thing out, but this one has been surprisingly frustrating. For those of you using both Google and Microsoft calendars, have you found a setup that's actually reliable over the long term? I'm not looking for a workaround that needs constant maintenance or breaks after every update.
I'd be interested to hear what has worked for you.

I don’t use google and do not use outlook calendar. I rely on my iPhone and iPad calendar which has never had a problem