Set up recurring invoices

Set up a recurring monthly invoice to Rajesh at PixelWorks for design retainer work. The invoice should send on the first of every month, for $1,800, include the line 'Design retainer — 20 hours', attach last month's deliverable PDF, and set payment terms of due on receipt. Make sure the invoice email goes to rajesh@pixelworks.com and enable automatic payment reminders at 7 and 14 days past due.

Before I create this recurring invoice for Rajesh, make it easiest for him to approve and pay: put the monthly total and the saving compared with hourly billing in the top two lines, list the deliverables included this month, make the payment button clearly visible on mobile, and warn me if attachments exceed common email size so it won't bounce.

I set up the recurring invoice for the PixelWorks retainer and the first cycle didn't reach Rajesh. I don't know whether I mistyped his email, whether the invoice is queued, or if his spam filters caught it. What checks should I do in order to find the cause, and what immediate steps get the invoice to him today without canceling the recurring schedule?

Across clients I lose time chasing overdue payments because my recurring invoices either don't send reminders or the reminders are too weak. I want a standard approach that reduces churn: what default reminder cadence, subject line phrasing, and invoice layout should I adopt so clients pay faster and I stop doing manual follow-ups?