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I use TPMR, and the invoices are automatically generated and e-mailed. Although, I have to print some of them out and mail them for people that don't subscribe to e-delivery (but TPMR creates the PDF automatically).
Invoicing is required for most states when you automatically deduct fees from their account. This has to be done before the time of deduction. If you are SEC registered, then you can just rely on the client's authorization to deduct and the quarterly statement that shows the deduction.You can email them if the client has given you consent.TradePMR has a built in invoicing feature. Otherwise you have to get your own system to do it.
I send my invoices manually. I have invoicing software that I've adapted to make sure it goes out to people. I have permission to do so.It works fine.