Why doesn't a recurring transaction 'reminder' recycle after it has been created?

Good morning, @toddr3. 

Welcome to the Community! 

Let me gather some details to help get a better understanding of the problem and where the root of the issue may be coming from: 

• Are you creating the reminders manually or automatically? 
• Are you wanting this reminder to work for only one recurring transaction or all of them? 

In the meantime, please review this guide to help you out: Send invoice reminders automatically or manually in QBO. 

I'll be waiting for your response!