In my opinion, this type of issue is best addressed via a report transformation type solution. The advantage being, after it has been done for one Manager businesses the solution can readily be used for every other Manager businesses in your country.
Some questions in order of importance.
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Timing. When exactly must the information be sent to the IRS? Daily, weekly, monthly, quarterly, yearly? If any of these apply, the current report transformation structure should be OK. If it must be sent at the same time as the invoice is emailed, then a custom email theme may work (reformatting data and having the data aggregation supplier added to the send a copy of all emails Manager field). If data really needs to be sent asynchronously for every invoice including if sent by printing or pdf, then some form of ready to send flag / custom field would be required and more direct Manager support may also be needed.
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What data actually needs to be sent. Sales invoices, purchase invoices, credit notes, debit notes, payments & receipts, summary data?
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Transmission standard. What communication protocol is required? Is there data clearing houses which support simplified or more lenient protocols.
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Data format. What data formats are allowed? Tab or comma separated values or must it be in XML or some other standard?