QB Issue Resolution:

There is a recurring invoice function in QuickBooks Online(QBO) that could be customized to do what you are requesting. It would be possible to do that in the desktop version as well.

When you are creating an invoice for a customer, click Make Recurring on the bottom. That will bring up the template for settings dates and interval for it to be sent. You can set the Type at the top for a Scheduled invoice to be set on the indicated date(s), or it can be set as an Unscheduled template to be used whenever you need it.

The following articles have more detail on using recurring invoices:
http://support.qbo.intuit.com/support/answers.cfm?faq_id=6185 and

http://support.qbo.intuit.com/support/answers.cfm?faq_id=6229

 

Resolution for Issue 'I have an online business with yearly subscribers and need an automated billing solution.' available: Yes (Solved).
Source: Intuit Community forum.

I have an online business with yearly subscribers and need an automated billing solution.: this issue or error code is a known issue in Quickbooks Online (QBO) and/or Quickbooks. Support for this issue is available either by self-service or paid support options. Experts are available to resolve your Quickbooks issue to ensure minimal downtime and continue running your business. First try to resolve the issue yourself by looking for a resolution described below. If it is a complex issue or you are unable to solve the issue, you may contact us by clicking here or by using other support options.

Support for Recurring Invoices
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Error Recovery for Recurring Invoices [Canada]
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