Choose Use your iCloud archive on each device and sign in with the same Apple Account. For the archive to be available, turn on iCloud Drive on each device:

• on iPhone and iPad: Settings > [name] > iCloud > Drive > Sync this iPhone/iPad;
• on Mac: System Settings > [name] > iCloud > Drive > Sync this Mac.

If JotTheDate also appears in the list of apps saved to iCloud, turn on JotTheDate. Jots in the iCloud archive will then sync across devices that use JotTheDate with the same Apple Account. If you choose a local archive, your Jots stay on that device.

The JotTheDate iCloud archive contains your Jots; Apple calendars are managed separately. Make sure you have selected the calendars you want in JotTheDate, and that Apple's Calendar app is enabled in iCloud settings and allowed in your device permissions.

First read “HOW TO SYNC APP EVENTS AND DRAWINGS BETWEEN IPHONE AND IPAD”. Then check that Use your iCloud archive is selected on each device, that they use the same Apple Account, are connected to the Internet, and have available iCloud storage. A local archive stays on its device and is not synced. If the issue concerns Apple events or reminders, also check their permissions and iCloud settings.

How far back synced events are available may depend on the sync setting for Apple's Calendar app on your device. Check the time range in the Calendar app settings and wait for the events to load.

Use your iCloud archive to share and sync Jots across devices that use JotTheDate with the same Apple Account (recommended). With a local archive, your Jots stay on that device.

No. The iCloud and local archives are separate. When you change archives, Jots already in the other archive are not transferred.

The free plan includes unlimited text events and reminders and a limited number of drawn Jots. To remove the limit on Jots, you can buy Premium with a one-time purchase or choose a monthly, quarterly, or annual subscription.

Open the menu (three horizontal lines) > Purchase/Restore > Restore previous purchase. Sign in with the same Apple Account used for the purchase. If the purchase does not appear, check the account and subscription status in the App Store.

JotTheDate 20.0 is available for iPhone, iPad, and Mac.