thread Re: Looking for assistance in setting-up auto billing to my monthly customers who I already have the in Payments Troubleshooting

How can I charge my customers simultaneously?

HF1953 — Sun, 21 Sep 2025 05:39:32 GMT

How do I charge all my customers- about 150 of them, simultaneously? They each pay different amounts. I now charge individually each customer. Their numbers are stored.

The title of this post has been edited from the original: Looking for assistance in setting-up auto billing to my monthly customers who I already have their c

Re: Looking for assistance in setting-up auto billing to my monthly customers who I already have the

JJ_ — Tue, 17 Jun 2025 18:16:59 GMT

Hi @HF1953 and welcome to the Square Community!

Square offers two solutions that can help streamline charging your customers with different amounts.

Here are your main options:

Square Invoices with Recurring Billing:

Set up recurring invoices for each customer with their specific amount
Invoices can be sent automatically on your chosen schedule
Customers can save their payment method for automatic processing
On your Square Dashboard, you may visit Invoices > Create Invoice > Set as Recurring. You can also accomplish this on the Square Invoices App.

Square Subscriptions:

Ideal for fixed monthly amounts
Automatically charges saved payment methods
Handles failed payments and dunning management
Set up through Dashboard > Subscriptions

Since you mentioned customers pay different amounts, recurring invoices might be your best bet. You can set each customer's specific monthly amount and let our platform handle the automation.

For detailed setup instructions, check out our help articles on recurring billing: Square Invoices Help

Let me know if this helps or if you have any other questions.

Re: Looking for assistance in setting-up auto billing to my monthly customers who I already have the

HF1953 — Wed, 13 Aug 2025 13:24:49 GMT

I have payment info stored with customer approval to charge them monthly ( each one differing amounts); I don't invoice them.

Would the subscription route be the best avenue? Do I need to create one for each customer? How does the system inform me of an expired or declined card?