Appreciate the update, @Jlollar.

I'll make sure you're able to connect your Gmail account to QuickBooks Desktop webmail so you can send invoices accordingly.

Since the issue persists even after following the suggestion shared by my colleague above, I recommend contacting our Customer Care Support. You can work with one of our specialists in creating a ticket letting our engineering team investigate the root cause of the problem raised. To do so:

1. Go to Help.
2. Select QuickBooks Desktop Help.
3. Click Contact Us.
4. Enter Unable to send invoices using my Gmail account in the What can we help you with? text area.
5. Choose Chat with us or Have us call you to connect with our team online.

On that same page, I'm also including this article for the list of reports you can use: Create and Manage Reports in QuickBooks Desktop. In this reference, you're able to customize the sources and targets of a certain report to display a certain portion of your business financial activity.

Let me know how it goes in the comments below. Don't forget to include my name, @JonpriL, in your reply so that I can get back here and answer all your QuickBooks invoicing concerns. Take care always!

Its QB phasing out the software and closing out features. They want to get everyone to go to online. This is why I hate INTUIT.

Does that cost money to get help from tech support?

I think they do charge sometimes, but they didn't charge me. They will tell you if you call.

It's my priority to help you share information when calling you to support, BWIDSM.

In QuickBooks, when the discontinuation occurs, your account work as normal as long as your subscription is active. Once you call support any time they take advantage of our special upgrade pricing or to get help with your move.

Check this article for more info: QuickBooks Desktop service discontinuation policy and upgrade information.

In case you need related resources while working with QuickBooks, you can check this link for future references: Help Articles

Please know the Community has your back. If you have any clarifications or other concerns, post a comment below. I’ll jump right back in to assist further.

It depends on if you have a current (2021/2022) version of desktop. If it's older than that they refuse to help us. It's all about the mighty dollar!:(

If this is true, that there is no charge. Please give me a call Monday morning to resolve the issue. 

Jonpril

I have tried to call and did speak to cs. They refused to address the issue and blamed Google. So sad.

Good Morning,

i have many issues with sending invoices via quickbooks over the past new months. I set up an g-mail account a few months ago which worked for a while. After google updated there privacy policy earlier on this year, it stopped working. I had read you have to allow quickbooks access to your google account by setting up an app password in the security section of your google account, this worked for a while until about a month ago.

I came across this article about compatibility issues with older versions of quickbooks (mine is 2014) and windows 10. Basically is says to ensure Microsoft.net 3.5 and 4.7 (mine was 4.8).are checked and working. I did this and found they were not checked, I then updated it, restarted the computer put the fresh app password in from my google account. After this restarted quickbooks then tried to send an e-mail using my g-mail account, used the new app password then hey presto the e-mail was sent successfully. 

Below is the part of the article i have found, i was not able to provide the link.

if you search for accounting helpline, quickbooks-desktop-issues, quickbooks compatibility with windows 10 it will get you to the page

Most of the users search over the internet certain queries like “Is QuickBooks Pro 2019 compatible with Windows 10” or “Does QuickBooks 2019 work on Windows 10” in order to see if their QuickBooks versions are compatible with Windows 10 or not. To answer all the queries for once and all, here are all the QuickBooks-Windows 10 compatible versions that would not face any issues while running on the operating system.

1. All the versions higher than or including the QuickBooks 2016 (Release 7)
2. QuickBooks 2015 and 2016 (From Release 1 to Release 6)

QuickBooks 2014 or earlier versions are not supported in the Windows 10. So, if you are facing QuickBooks-Windows 10 compatibility issues like QuickBooks Error 15271, you would need to update your QuickBooks to the latest release. Additionally, you would require to enable the Microsoft .NET Framework 3.5 to ensure no QuickBooks-Windows 10 compatibility problems. As a matter of fact, all the QuickBooks compatible platforms must have it enabled through the following steps for the smoothest experience.

1. Go to the Control Panel of Windows and click on the Uninstall a Program feature.
2. In the following tab, at the left corner, select Turn Windows Feature On or Off.
3. A window shall open instantly. There, check if the .NET Framework 3.5 and 4.7 are checked or not.
4. If they are checked, click on Cancel. If they are not checked, put one in their boxes and select OK.
5. Exit from the Control Panel and restart your computer.

I hope this helps someone out there

I suddenly have had the same issues hitting my desktop.  What is a solution for this and why is it suddenly happening?

It's nice to have you in the thread, @cossmech. I'm here to lend a hand with your QuickBooks Desktop (QBDT) concern.

To help ensure that you receive the best assistance, can you please add more details about the help you need? Is it about sending invoices? Can you also verify if you get a specific error message or code? Can you share a screenshot? Then, hide personal information when sending it. Any extra information is appreciated to help us fix the problem. 

In the meantime, if you need tips and related articles when managing your QuickBooks account, feel free to visit our Community website for more insights.

We are looking forward to hearing from you. Have a great day!

You can say that again...  They ever fix your issue?

Going back to 32 bit TB seems to have fixed the problem for me. 

No, I ended up having to use a newer version of Qkbks.

QBO?

I should be been more clear. I was using Thunderbird through which QB 2018 sends my invoices. When it auto updated to 64 bit latest version invoices would not send out. I down graded to 32 bit latest version of Thunderbird and it started working again. 

I am also having this issue with QBSE online version and support is being usless. more and more people are having email issues 

I had to go into my gmail settings.  In Security under two-bit authentification I got a 16 bit passcode for mail.  I copied and pasted that code into quickbooks account settings password for my gmail.  Importantly I had to restart quickbooks after I entered it.  It didn't work until I rebooted quickbooks after I entered the code.  

Thank you for joining the thread, Samer Sharawi.

Having an email issue has a great impact on a business. Did you speak with our QBSE Support about this matter? If not, please contact them, so they can gather more data and investigate this further. We have to isolate QB Self-Employed from QuickBooks Desktop because of some differences between the platforms, and QBDT has its own email setting.

If you have other questions in mind, you can always go back to this thread.

I've been dealing with this situation for about a year when trying to send with one of our email addresses. I've upgraded to the latest Quickbooks, checked the firewall settings, ports, webmail settings, and tried all sorts of "fixes". Our primary email had been a verizon.net email until this issues started and had to switch to using a new email (gmail) for sending out all billing invoices. However, we still need to be able to use the verizon.net email for proposals so that person can communicate with the customer and answer questions instead of billing having to forward everything.  Most of the issues on this thread seem to be with other email providers (and I've looked for similarities that I can use to diagnosis this issue) but I haven't seen anyone else using Verizon as an email provider talk about this problem. I don't know if the issue has to do with aol took over verizon email or yahoo taking over aol email, but I'm hoping someone can help specifically address why I can't send using the verizon email provider. We use the verizon/aol webpage landing page and not outlook for emails.

I'm here to ensure you can email invoices, @Htrumpore.

First, let's check your email settings. You'll have to open your online email service and review the settings and preferences. There might be features that are blocking our program to connect.

Then, we'll have to check the antivirus settings. It may be blocking the connection as well. You'll have to search for your antivirus provider's website for the steps to allow port exceptions. 

If issue persists, I suggest contacting our support team. They have the necessary tools to check your account in a safe environment. This way, they can further investigate and find a fix.

Here's how:

1. Open QuickBooks.
2. Proceed to Help, then choose QuickBooks Desktop Help/Contact Us.
3. Click Contact Us.
4. Give a brief description of your issue, then select Continue.
5. Sign in to your Intuit account, click Continue and then Continue with my account.
6. Select to Chat with us or Have us call you.

In the meantime, you may use and connect a different email.

You can also customize your email templates to make them more personalized when sent to your customers. For the detailed steps, check out this article: Create custom email templates in QuickBooks Desktop. 

Don't hesitate to post again here if you have further concerns sending emails in QuickBooks. I'm just a post away to help. Take care always.

You're canned responses are not helpful. I've talked to 4 different reps and none of them have any clue on how to fix invoice emails not being sent.

@OllieJ 

Which QB Desktop year version do you have?

Good luck on getting this fixed. I chatted with tech support. They sent me a link with directions to fix it myself. Didn't work. Spoke to a guy on the phone. He sent me an email with directions to fix it myself. Didn't work. Called back again. The third guy remotely accessed my computer and ran some sort of diagnostic on it. Told me for just $1000 they can fix it for me!  It's like they get you so invested in the product that it will be painful to switch to another software, so you feel like you have no other choice than to pay the $1000. Still trying to weigh my options. I'm so furious right now!!!