I resolved this issue by going to File → Preferences → Network and enabling Auto-commit Reminders.
Moneydance may disable this setting after the data file is moved or synced to a new computer, to prevent scheduled transactions being entered by two devices. In my case, the reminders had continued to appear in the calendar but were no longer being automatically entered into the relevant accounts.
It is also worth checking an individual reminder under Tools → Reminders and confirming that:

  * Auto-Commit is enabled; and
  * Days Before Scheduled is set to the required period, such as 365 days.

After enabling the Network setting and reopening the file, Moneydance resumed automatically populating the accounts with the scheduled transactions.
Auto-commit should only be enabled on one computer if the same Moneydance file is synced across multiple devices.

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From: Shane Kearney <[email blocked]>
Sent: Saturday, July 18, 2026 9:10 PM
To: [email blocked] <[email blocked]>
Subject: Re: New transaction reminder not populating correctly into the future [Problems #118781]

Thanks, Stuart. I will try that. You are right by the way. I just moved my Moneydance from my old MacBook to a Dell laptop.
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