The last trick instructed me to uncheck “use enhanced security”. After commenting I read in the thread that someone rechecked it and it worked. I tried doing that and it worked for me as well. Weird how one computer required it to be unchecked while the other required it to be checked. Makes no sense. 

I had to print out pdfs & send out the invoices individually.

oh, so simple.  Left click Quickbooks.  Choose Run as administrator,.  Problem solved.  Just sent two successfully.

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@fuelsandlubsales wrote:

I have been using my gmail account as the default to send forms. All of a sudden, Quickbooks was unable to send anything. I get the following message:  

We are unable to connect to the email server for your email provider. 

I have allowed for less secure apps.  I called QuickBooks and that was useless. 

Please help!

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My program completely closes when trying to email.  Now when I go into Preferences- Send Forms..it abruptly closes.  Any ideas?

Thank you for posting here in the Community, @busybee34711.

There are several factors that can cause QuickBooks Desktop (QBDT) to stop working. Here is a list of some of them:

• When emailing a large report.
• When working on some transactions, such as Invoices and Sales Orders.
• When pulling up some various reports side by side.
• When working in different centers.
• When working in the Report Center.

Also, this unexpected behavior of QuickBooks can be caused by your computer itself and how it interacts with your system. Thus, updating your QuickBooks to the latest released can resolve this issue. Here's how:

1. In your QBDT, go to the Help menu and select Update QuickBooks Desktop.
2. Select the Update tab.
3. Put a checkmark in the Reset Update checkbox.
4. Click Get Updates.
5. Once finished, restart your QBDT and accept the option to install the new release.

I'm adding this article for more guidance: While working in QuickBooks, QuickBooks closes unexpectedly (crashes with or without an error).

If there's anything else that I can help with, please let me know in the comment section down below. I'll be always around ready to help. Have a good day.

"

I found the answer (for my use case) in Google Support.

I was needing Gmail to allow 'less secure apps' - in this case, QB2011 Desktop - to access my 2-factor account for sending out emailed reports, statements, invoice, etc.

This link supplies the solution, for me, that WORKS IMMEDIATELY.

https://support.google.com/accounts/answer/185833?hl=en

The solution involves taking two actions:

1/ Create an "app password" enabling the app (QB Desktop) on a particular device [see link above the precise instructions),

2/ COPY the app password and PASTE  it in your QB password dialogue box while taking a QB action to send anything, like say, an invoice.

After that, the device/app combo is recognized by Gmail, and you never need to enter it again.

Background:

I've been trying to solve this annoying symptom ever since we had to dump my Win7 laptop (former platform for QB Desktop) and moving the QB client onto Debian Linux using the Oracle Virtual Box virtual machine running free Win10, and finally to my new Win10 laptop (without MS Office and therefore, no Outlook client). That was over a year ago! So, you can imagine my relief; Hence my sharing it here, because everything posted previously [in this thread] did not cover my particular use case.

Hope that helps.

THANK YOU! Nothing else was working.  Chats kept getting disconnected.  I did what you did - set up an email just for QB and it's working!!!  Thank you for that suggestion!

How did you do this?  I use Yahoo.....will that work?

You can use Yahoo as the email provide, Gramma.

Let me guide you with the steps. Here's how:

1. Click Edit.
2. Select Preferences.
3. Go to the Send Forms tab, then My Preferences.
4. Click Add.
5. Enter the email address, then select Yahoo as the Email Provider. 
6. Click OK.

I'll include the article for more information: Connect your email to QuickBooks Desktop.

Feel free to let us know if you have other questions. We'll get back as soon as we can. 

We had the same problem, trying to invoice customers and getting a notice that there was a problem with the e-mail of the recipient. Then we kept having the same problem with all the customers we tried to invoice. We spent almost an hour on the phone with the "expert" and were told that the problem is on the Gmail end, not QuickBooks... Does anyone know more about this?

Here it is 2020 and I'm having this exact same issue.  I've been using QB desktop since 2013 and the same email address since day 1 but it will not let me send forms using QB.  I've done everything google has instructed me to do and I still can't email invoices to my customers.  

Welcome to the Community, mek1965.
 

Since you're using Gmail as your email provider, I'd recommend trying the troubleshooting step provided by srday. They advised after setting up app passwords for their account, forms could be sent once again.
 

If your Gmail's configured to use enhanced security, you'll need to authorize QuickBooks to connect with the email service.
 

Here's how:

1. From any opened report or transaction, choose Email.
2. Click Send. If you're prompted to log in, do so.
3. In your Webmail Authorization window, hit Continue.
4. Select Allow.

Additionally, you'll want to confirm your books are up-to-date with our latest release:

1. While using QuickBooks, press F2 (or CTRL and 1 simultaneously). 
2. Review the current version and release.
   • QuickBooks 2021's latest release: Release 4 (R4) - December 2020
   • QuickBooks 2020's latest release: Release 10 (R10) - December 2020
   • QuickBooks 2019's latest release: Release 13 (R13) - October 2020
   • QuickBooks 2018's latest release: Release 15 (R15) - April 2020
3. If you need to, perform an update to the most recent one.

In the event you continue experiencing problems sending forms, you'll want to follow JamesDuanT's process for contacting our Customer Care Team. They'll be able to pull up your account in a secure environment, conduct further research, and create an investigation ticket if necessary.

I've included a helpful article where you'll be able to find more information about connecting webmail accounts: Connect your email
 

I'll be here to help if there's any questions. Have a great day!

I deleted the email address, closed quickbooks, opened it again and added the email address and it worked.

Thanks. 

After trying many suggestions I stumbled upon what worked for me.  Go to edit, preferences, send forms, highlight the email address you want to send forms from & click on edit.  Instead of choosing that it's a gmail account, choose "others" & follow the directions.

You will need to know your intuit account information & the password for the email address you are using.

I hope this works for the hundreds I have seen on this site with the same problem!

Hi everyone , I am using Quickbooks 2016 Pro desktop and I  started to get this problem of no longer being able to send e mails last year. I noticed that Google have removed the option to turn on use less secure apps so I started to use my Microsoft outlook live account and everything worked perfectly . Now my Microsoft outlook live account is causing the same message to appear, Microsoft security settings in their account as well as their current Internet Browser do not give options to turn this off so I am using Outlook in the Quickbooks send forms preference and the Outlook  Desktop pops up with the email, it takes a bit longer but it works. The problem is being caused by Google and now Microsoft who want us to use their online applications and not continue using desktop applications any more . In my opnion Quickbooks are not responsible for ths very irritating and annoying issue, its the big corporations.    

It seems that as of May 30, 2022 this will no longer work. It seems there will be no way to use older quickbooks software with gmail. 

Really inconvenient. From Google

This worked for me.

Thank you,