Emailing Invoices Crashes the Program

Hi @SoftwareTeacher,

Being able to email invoices is imperative to a business. Are you using Outlook as your email provider? If so, we have an open case about QuickBooks is unable to send emails to Outlook. As a workaround, you'll want to use Webmail.

Let me guide you how:

1. Go to Edit, then Preferences.
2. Choose Send Forms, then select the Web Mail radio-button.
3. Click Add, then enter another email provider.
4. Hit OK.

If you're not using Outlook, you can run the QuickBooks File Doctor. This tool fixes company file issues. Please see this article for the detailed steps: Fix company file and network issues with QuickBooks File Doctor.

I'm also attaching this handy article about the unrecoverable error in QuickBooks Desktop for more recommended solutions.

Please know that the Community is always here to lend a hand. Don't hesitate to reach out anytime. Thanks for posting and have a nice day.

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"Being able to email invoices is imperative to a business. Are you using Outlook as your email provider? If so, we have an open case about QuickBooks is unable to send emails to Outlook. As a workaround, you'll want to use Webmail."

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I am not convinced this is a resolution to the problem. The issue is an ongoing one. I reached out over a month ago with the same issue using Outlook (on other occasions dating back to 2016) so, they helped me change to webmail. Now the webmail setting is not working. They keep changing it back and forth. This is very frustrating! I have not been able to properly use the 2019 Desktop Pro version without hiccups since I bought the program. My Dell is only a few years old and all other programs work fine on it. Also, any time you ask for help they say pay us a $100 and we will help. Ridiculous! You pay for a program that they designed but "they" can't even keep their programs working efficiently. Don't worry they will up the prices every year to force you to move to the cloud based software to get better compatibility. I am not happy with this program.

Hello, @EBMECH12.

I understand the importance of being able to send invoices seamlessly. As I've checked from our records and found a new investigation about this error when emailing forms and transactions from QuickBooks Desktop. Our engineers are now all hands on deck working together to fix the problem as quickly as possible.

If you haven't been added to the list of affected uses in this investigation (INV-45586), I encourage reaching out to our Support Team. Once added, you'll automatically receive an email notification with the latest updates. To contact support, check out this link: Contact the QuickBooks Desktop Customer Support Team.

Post again if you have any other questions. I'm a post away to help. Have a good day!

I am having the same issue. The tech I spoke with yesterday told me to save the invoice as a PDF and then send from my email. The problem with that is I have several clients that pay with credit card. When I do it this way there is not a link to pay online.

Hello there, @clmatthes.

I've checked here the investigation about the error you're getting when sending an invoice. I’d like you to know that this has been raised to our engineers to understand why this behavior is happening.

Since you already contacted our technical support team, then that means you've already been added to the list of our affected users. You'll receive an email notification as soon as there's an update on this investigation.

In the meantime, you can manually receive or record an invoice payment in your QuickBooks Desktop. Also, you can contact merchant services to process credit card payments.

If you have any other questions, please leave a comment below. I’ll be glad to help. Take care and keep safe!

We are having the same problems, however it's not just when emailing the invoices, it's also when I go into preferences to try to switch to single user. I have contacted support on numerous occasions but to no avail. They just keep telling me to buy the upgraded QB subscription. This is ridiculous. I can't work with this, it's costing me money to investigate why this is happening, to talk to help on the phone for 3 hrs and not able to get the work done.

  Please fix this ASAP!!

Hello there, GregoryD.

I appreciate you for letting us know your experience with the support. This is something Intuit doesn't want you to come across in your future interactions.

I'm adding some troubleshooting steps to fix the issue with emailing invoices as well as switching to a single-user mode in QuickBooks Desktop.

If you haven't tried running the QuickBooks File Doctor from the QuickBooks Tool Hub, I suggest doing so. This helps fix common errors. QuickBooks needs to be closed to use the tool hub.

For additional troubleshooting options when fixing Unrecoverable Errors, kindly check out the following articles:

• Unrecoverable Error: General Troubleshooting Steps. (Proceed to Solution 2).
• Unrecoverable error in QuickBooks Desktop.

If you need other helpful articles in the future, you can always visit our site: Help articles for QuickBooks Desktop.

Let me know if how this goes and if there's anything I can help you with. I'll be around. Have a good one.

This is happening in Quickbooks 2020 Desktop. For gmail as well as outlook.

Your support is horrible. But you're aware of that Im sure. The work arounds dont work. Give an answer to the question don't tell us to read another forum.

Hello, Amasloan.   

Thank you for reaching out to the Community.  

I believe this post is a duplicate and one of my colleagues already answered it. Let me route you to the original post. Here's the link below:    

https://quickbooks.intuit.com/learn-support/en-us/other-questions/re-outlook-crashing-when-sending-i.... 

Post a comment if you have any questions. I'll always make sure to get back to you. Stay safe!

Hello I am having the same issue using the email feature tied to my GMAIL account. I dont have an issue printing hard copies or printing to PDF. 

I am having the same issue but in QB'S desktop 2021. I cannot email invoices connected to my GMAIL account. I can print hard copies and PDF's just fine. Emailin invoices crashes quickbooks each time.

Good day, Tooldoctor. 

I'm here to help you fix the email issue you encountered.

First off, let's ensure you're using the latest release of QuickBooks Desktop. Then, try to send a test transaction to yourself. 

If the same thing happens, I'd suggest you check your email settings as there could be some settings and filter preferences that block your emails from QuickBooks Desktop.

Also, please make sure to enable access for less secure apps and set access preferences for specific apps like QuickBooks.

Additionally, antivirus software can block connections. This could the reason for this issue. Check your antivirus settings, then email yourself again to check if there's a difference.

If the issue persists, I suggest reaching out to our Customer Care team to request further investigation. Here's how:

1. Go to Help, then select QuickBooks Desktop Help.
2. Select Contact Us.
3. Enter "Send invoice email", select Let's talk and then choose a way to connect.

For more pointers and references in handling your company's income, check out this article: Sales and customers.

I'm looking forward to assisting you again. Take care!

I am having the same issues with QB Pro Plus 2021 crashing when trying to email invoices.     I have contacted customer support multiple times that ultimately reroutes me back to this forum, problem unresolved.  Evidently, this appears to be an ongoing issue that I would expect that Intuit would have already addressed and fixed by now.    What is the hold up?    An accounting software with key features of invoicing and receiving payments that does not work is useless and beyond frustrating.   

This is not the impression we want you to experience when emailing your invoices. I've got some steps we can perform to get this sorted out, MNM25.

I've checked our records and there's no reported case about this one. I appreciate the time and effort you've spent with our chat support agents. I'll personally share your feedback with our Customer Support Team regarding this one. We'll be able to take action on improving our customer service. Let's try opening another company file to check if you're having a problem with only one file and not the program itself. Let me show you how:

1. In your QuickBooks, go to the File menu at the top left.
2. Choose Close Company.
3. In the No Company Open window, click the drop-down arrow in the Open a sample file icon.
4. Choose another company file with an invoice template and click on it.

Then, try emailing the invoices again. If it works, there may be a damaged data on the company file you've been working with. We can run the Rebuild Data tool is built-in to fix any company file data issues. Just follow the steps and detail in the Fix data damage on your QuickBooks Desktop company file article. We can also repair your QuickBooks Desktop to fix any damaged components in the software. For additional troubleshooting options when fixing Unrecoverable Errors, kindly check out the following articles:

• Unrecoverable Error: General Troubleshooting Steps. (Proceed to Solution 2).
• Unrecoverable error in QuickBooks Desktop

If the problem persists, I'd suggest contacting our Technical Support Team. I know you already contacted our support, however, this is the best option we can have for them to further investigate what's causing this issue. Please provide the reference number (if you have since you reach out to us before) to the agent for them to review your case. You may send a message via chat, call us at a time convenient to you, or we’ll get in touch with you instead. To ensure we address your concern, our representatives are available from 6:00 AM to 6:00 PM on weekdays and 6:00 AM - 3:00 PM on Saturdays, PST. See our support hours and types for more details about this one.

Feel free to visit our Sales and customers page for more insights about managing your company's income and customers.

You can always update us after contacting our support or performing the solutions, as I want to ensure this is resolved for you. Please reply to this post and I'll get back to you. You have a good one. 

Same issue here with QuickBooks desktop 2020 , every time i send an invoice by email .

Out of Memory ???  Has been doing this off and on for the last year, really frustrating. I have been saving as PDF and sending by email but I should be able to just click send and have it go.

Some suggestions say to change email preferences , however I get the same Out Of Memory error as soon as I click on the "Send Forms" link under preferences. So I cannot change anything there ??

Have downloaded all the updates from windows and QuickBooks..

Any Ideas ??  

I appreciate you for running some updates to get it fixed, @Kens equipment

Possible reasons why you are encountering this issue:

• There may be updates with your Windows Operating System.
• Need to update your QuickBooks Desktop (QBDT) to its latest release

Since  you've downloaded all the updates from Windows Operating System and QuickBooks updates, we can run the Verify and Rebuild data in your QuickBooks Desktop. 

1. Choose Window then Close All.
2. Verify Data. Choose File then Utilities. Select Verify Data.
3. Then, go back to the File menu, Utilities then Rebuild Data.
4. You will receive a warning message to backup your company file, press OK.

For more details, please consider checking this article: Common reasons to use the Verify and Rebuild features. 

If the same thing happens, I would recommend giving us a short call to check it further. We'll need to pull up your account in a secure environment then run a set of examinations.

Within your QuickBooks Company file, select QuickBooks Desktop Help from the Help menu. You can also press F1 on your keyboard to bring up the same Help panel. To route you to the correct support expert, we need to know what type of question you have. Give a brief description of your issue and click Continue.

Alternatively, you can also use this link: 

1. Go to this link: Contact Support Team. 

2. Enter which product is your question about? and which edition?

3. Enter your full name and email address.
4. Then, follow the on-screen instruction to complete the process.

If you need more help regarding other tasks in QuickBooks Desktop, you can check our articles here. Make sure that the topic is set as QuickBooks Desktop.

Visit again if you need further assistance, Kens equipment. Take care always.

Rebuilding data did not work , actually worked once then crashed to "out of memory" again.

Which is what is has been doing off and on , failing more than actually working.

Just surprised that with all the issues I see with this error online , that this does not have a solid fix yet.

It is a great feature , many customer are requesting email invoices and it just does not work anymore. It was great for a few years, I believe it started with a QB update . Not sure exactly when , just have no time to mess with it. Definitely no time to call and troubleshoot it over the phone , at the moment , this is taking up enough already. Hope you figure it out soon....

when I go to Edit/pref/email forms, The Out of memory box opens up!! FIX THIS!!!

.

The support team has been rude and wants to charge me to fix this problem! I don't use outlook or microsoft office on this computer, so don't blame them for this. I haven't seen a single person say that they have had this fixed since at least 2020! Today is April 2, 2022!!!

Same error as documented dating back to 2020 in this feed. Spent two hours on the phone with intuit after paying to upgrade to 2022 as we were forced to do. You can not change your email because the program crashes every single time you click on edit preferences and send forms. You can't even get to the email line to try and change it before it crashes. Intuit answer was i need to add more than 16 GB of RAM to my computer eventhough my computer has nothing else running and the task manager shows 6% of my disk space being used and 23% of memory. This error was present in 2019 only if you tried to update the email. But now is present with any attempt to email a report just like the people complaining about emailing an invoice. I'm just waiting for it to be the same when I attempt to send my payroll in this supposedly updated program. I have run every update, tool doctor, file doctor there is This needs to be fixed 

I admire you for sharing the troubleshooting steps you've done in fixing the issue, @Bonemd.

I'm here to help you work around this issue so you can manage your QuickBooks Desktop with ease.

I recommend running the Verify and Rebuild tool. This checks your company file for any errors and fixes them right away. 

Here's how:

1. Go to the Window menu and select Close All.
2. Click the File menu.
3. Select Utilities.
4. Click Verify Data.

To Rebuild:

1. Go to the File menu.
2. Select Utilities.
3. Click Rebuild Data.

You can also check this link for more detailed steps: Verify and Rebuild Data in QuickBooks Desktop. 

If the issue remains, I suggest performing a clean install. This uninstalls the program on your computer and reinstalls it in a clean slate. 

Once your customer has received and accepted their email invoice, here is an article that will help you account for their payment: Record an invoice payment.

I'm just a few clicks away from you if need more help with your invoice or QBDT. Stay safe!

This is nonsense---this has been an ongoing problem for at least 2 years that I know of (I use gmail)----there is no excuse for not resolving this much sooner. If I had an alternative to QB if would jump on it.

This is nonsense---this has been a ongoing issue for at least 2 years that I know of----there is no excuse for not resolving this sooner

I have had this problem since 2020 as well. Sometimes it works sometimes it doesn't. I thought by now there would be some kind of fix for this, but we are out of luck. The issue seems to be that we have no other option except to use quickbooks because there aren't any other reasonable alternatives out there, especially for accounting firms that are small, between 150 and 300 clients. I have been an Intuit customer for over 15 years (my father over 30) and all I can say is that the tech support and customer service has gotten really bad over the past 5 years. I've called and complained, asked for help, about this issue for 3 years and it's still happening. They keep giving the same answer over and over again and it doesn't fix the problem, yet we are stuck using this software because they have basically taken over the market, unless you want to spend a ton more on larger firm software. It's pushed us smaller firms into the situation we are dealing with now, faulty crappy software that they won't fix which hobbles our business. I'm beyond frustrated. As soon as I can find a different product that doesn't cost 15k a year I will be jumping ship from all intuit products. It's a serious shame because I've given Intuit sooo much business over the years and so has my business partner and trained countless bookkeepers and accountants using Intuit products. We as customers apparently don't matter enough to fix the issue.