Why do I receive "Email hasn’t been sent. Double check your info and try again" when trying to send an invoice to someone I had previously sent one to?

One possible reason you're unable to send an invoice to a customer you've invoiced previously is that your browser has accumulated too many cached files, pottsville. Let's work together and troubleshoot this so you can complete your task and manage your income transactions accordingly.

QuickBooks uses the browser's cache to run faster. Thus, you'll have to clear or remove outdated ones to prevent potential viewing and performance issues with QuickBooks Self-Employed (QBSE).

Start troubleshooting by pulling up your account using a private browser (incognito). Here's how:

• Press Ctrl + Shift + N (Google Chrome)
• Ctrl + Shift + P (Firefox)
• Control + Option + P (Safari)

Once signed in, go to the Invoices menu to create and send an invoice.

If you're able to do so, return to your default browser and clear its cache

 (The article focuses on QuickBooks Online but is also relevant to QBSE). After that, restart your browser and log back into your QBSE account to refresh the system.

However, if this matter continues, I'd recommend clicking the browser's Refresh icon (please see the screenshot below) or using other supported browsers. 

Furthermore, would you like to customize your invoices and set up online payments (if you haven't already)? Please feel free to check out this article (Customize your invoice and Turn on payments drop-down) for the complete guide: Invoices in QuickBooks Self-Employed.

Keep me posted in the comments if you have other concerns about sending and managing invoices in QBSE. I'll gladly help.

None of those solutions worked. I even tried signing in on a totally different pc and my phone and still the same error message.  

Thanks for giving those steps a try, pottsville-renta.

Since you're still receiving the error message, I recommend reaching out to a member of the QuickBooks Self-Employed Support Team. Agents have specialized tools, such as the ability to share your screen, to take a more in depth look at what's causing this message to appear. Here's how to get in touch with the team:

1. Go to (?) Help. This opens the QuickBooks Assistant window.
Note: If you’re using the QuickBooks Self-Employed app, tap the + button and select Ask QB Assistant.
2. In the Type or ask something field, enter your inquiry.
3. Press Enter on your keyboard to send it.
 

The following article provides these steps if you ever need them again in the future: QuickBooks Self-Employed Support

Please don't hesitate to reach back out if you have any other questions. I'll be here to help in any way that I can.

I was told it was a problem on that side not mine and when it was fixed I would get an email. I received an email saying it was fixed but the problem still remains 2 weeks later. This is very frustrating and no one can seem to help me. 

Thank you for bringing this to our attention, Pottsville. Know that I acknowledge your concern about sending an invoice email to a customer. Let me route you again to the support team that can help you with this.

I understand that you are still experiencing the same concern despite receiving a confirmation email about the issue being resolved. It's important to us that you have a better experience with our service. With this, I strongly suggest reaching out to our support team to report this ongoing issue. They will be able to take note of this, conduct a thorough investigation, and work towards a swift resolution. To get in touch with them, you can follow the steps below:
 

1. Click Help to open the QuickBooks Assistant window.
2. Have a little definition about your concern in the Type or ask something.
3. In sending, press Enter on your keyboard.

On the other hand, note that you can also want to personalize your invoice based on your business-looking standard.

The Community forum is always here for you, Pottsville. I understand your sentiments about this and know we are doing our best to provide good service for our customers. Once you need a guide with any QBO-related, post it here. I'll be back to assist you again.