Why am I not receiving my monthly workout challenges on my Apple Watch?

The monthly challenges will only appear at the beginning of each month. If you did not get them right at the 1st or 2nd day of the month, you will have to wait until the next month.

Restarting your iPhone and Apple Watch during those two days may help to receive them, but not after this time period.

Restart Apple Watch - Apple Support

Force restart iPhone - Apple Support

If you do not receive the monthly challenges right at the beginning of December, contact the official Apple Support, they can look into your personal data, to find the reason for that.

Contact Apple for support and service - Apple Support

I can see my monthly challenge after starting the Fitness App on the iPhone at the first day of each month.

Shortly after that my watch also gets the notification about it.

Your watch has been updated to the latest watchOS version?

You're welcome 🙂

Good Luck!