Why Am I Unable to Send Emails With PDF Attachments in QuickBooks Desktop Pro 2024?

Hey James Brown,

I totally understand how frustrating and disruptive this issue must be for you. You’ve already done all the right things, your email setup inside QuickBooks Desktop Pro 2024 is properly configured, you’re using Outlook as usual and everything is working fine just like before. But now, every time you try to send an invoice or reports via email, QuickBooks either stalls or sends the message without the attached PDF.

This issue affects your ability to communicate clearly with clients. When PDFs go missing, clients don’t get the documents they need, and you’re left unsure if the email went through correctly. Manually saving and sending files outside QuickBooks slows you down and interrupts your overall workflow.

In most cases, this kind of issue is caused by a communication glitch between QuickBooks and Outlook, or a corrupted PDF component inside QuickBooks built-in PDF generator. It’s a known problem that can occur after updates or changes in system settings.

But here’s the good news: it’s fixable. All you’ll need to do is follow a few simple troubleshooting steps like updating your software, repairing QuickBooks’ PDF tools, and making sure Outlook is properly synced as your default email program.

I’ll guide you through reliable solutions to restore the PDF attachment feature so you can get back to sending emails confidently, staying productive, and ensuring your clients receive exactly what they need. Let’s get this sorted out together.

Possible System Conflicts Causing PDF Email Issues in QuickBooks Desktop Pro 2024

Certain system-level conflicts can prevent QuickBooks from sending emails with PDF attachments. This often happens due to outdated or incompatible versions of Outlook, missing or misconfigured PDF drivers, or Windows updates that change default app settings. In some cases, antivirus or firewall software may block QuickBooks from connecting to your email program. Identifying and fixing these conflicts is essential to restore normal email functionality.

1. QuickBooks and Outlook are not properly integrated.
2. Outlook is not configured as the default email program in Windows.
3. QuickBooks is not running with administrator privileges.
4. The QuickBooks PDF converter component is damaged or outdated.
5. Adobe Reader is either not installed or not set as the default PDF viewer.
6. Recent Windows or Office updates may have changed system settings.
7. Security software is blocking email or attachment functions.
8. QuickBooks is not fully updated to the latest release.
9. Outlook email profile is damaged or misconfigured.
10. Background processes or third-party plugins are causing conflicts.

Step-by-Step Fixes for PDF Email Attachment Issues in QuickBooks Desktop Pro 2024

James, I know this issue with QuickBooks not sending PDF attachments is disrupting your day-to-day operations. The steps below are designed to help you fix it—by checking your Outlook settings, updating QuickBooks, repairing the PDF component, and ensuring all tools are properly synced. Follow each step carefully to restore normal email functionality and get back to handling client communication smoothly.

Solution 1: Set Outlook as the Default Email Program

If you use multiple email programs on your computer, it’s easy to feel overwhelmed. By setting up Outlook as your main hub, you can manage all your emails, contacts, and calendar events in one place. 

1. In Windows, click Start and enter Default apps in the Search box. 
2. Select Default apps from the suggestions. 
3. Under the Windows Settings app, do one of the following on the Default apps page:

• In Windows 10:

1. Navigate to Email.
2. Choose the current app listed.
3. Select Outlook from Choose an app.

• In Windows 11:

1. Go to Set defaults for applications.
2. Scroll to locate Outlook, and select it.
3. Set the default mail app for file type (.eml, .hol, etc.) and link type:

• Choose an item.
• Select Outlook.
• Click Set default to confirm.

Solution 2: Run the QuickBooks PDF & Print Repair Tool from the Tool Hub

When QuickBooks can’t attach PDFs to your emails, it may be due to issues with its built-in print or PDF components. The PDF & Print Repair Tool, available inside the QuickBooks Tool Hub, is designed to automatically detect and fix these problems. Running this tool can quickly resolve common errors without needing to make manual changes.

Step 1: Download & Install the QuickBooks Tool Hub 

The QuickBooks Tool Hub helps to fix common errors. You’ll need to close QuickBooks to use the tool hub. For the best experience, we recommend you use Tool Hub on Windows 10, 64-bit.

1. Close QuickBooks.
2. Download and install the most recent version (1.6. 0.8) of QuickBooks Tool Hub.
3. Save the file somewhere you can easily find it such as your Downloads folder or your Windows desktop.

Note: To find out which tool hub version you have, select the Home tab and the version will be on the bottom.

4. Open the downloaded file QuickBooksToolHub.exe to start the installation.
5. Follow the on-screen steps to install and agree to the terms and conditions.
6. When the installation finishes, click twice on your Windows desktop icon to open the tool hub.

Note: If you are unable to find the icon, do a search in Windows for QuickBooks Tool Hub and select the program.

Step 2: Run the QuickBooks PDF & Print Repair Tool

1. Choose Program Problems under the QuickBooks Tool Hub.
2. Select QuickBooks PDF & Print Repair Tool. It will take up to a minute to run.
3. Print, email, or save as a PDF from QuickBooks Desktop again.

Solution 3: Update QuickBooks and Microsoft Outlook

Outdated versions of QuickBooks or Outlook can cause compatibility issues, especially when sending emails with PDF attachments. Updating both ensures smooth integration and includes the latest fixes to resolve common errors.

Update QuickBooks Desktop 

Get Automatic Updates

QuickBooks Desktop is designed to automatically download and install updates when they become available. To ensure this feature is enabled:

1. Open QuickBooks Desktop.
2. Navigate to the Help menu and choose Update QuickBooks Desktop.
3. Make sure Automatic Update is selected under the Options tab.

Get Manual Updates

If you prefer to manually check for updates, follow these steps:

1. Close your company files and QuickBooks.
2. Open the Windows Start menu and look for QuickBooks Desktop. 
3. Right-click the icon and select Run as administrator.
4. Navigate to the Help menu on the No Company Open screen. 
5. Select Update QuickBooks Desktop.
6. Under the Options tab, select Mark All and click Save.
7. Choose the Update Now tab and tickmark the Reset Update checkbox.
8. Select Get Updates to start the download.
9. Once done, close and reopen QuickBooks Desktop.
10. When prompted, click Install Now to install the updates again and then restart your computer.

Update Microsoft Outlook

To download Office for Windows updates, do the following:

1. Open any Office app, such as Word, and create a new document.
2. Navigate to File > Account (or Office Account if you opened Outlook).
3. Select Update Options > Update Now under the Product Information window.

Note: You need to click Enable Updates first if you can’t see the Update Now option right away.

4. Close the “You’re up to date!” window after Office is done checking for and installing updates.

You can also choose the Update Options button to Disable Updates or to View Updates that were previously installed.

Solution 4: Integrate QuickBooks with Microsoft Outlook 

For QuickBooks to send emails properly with PDF attachments, it must be correctly integrated with Microsoft Outlook. This ensures QuickBooks can access your default email client without errors or delays. Proper integration allows seamless communication and prevents attachment issues during email sending.

Step 1: Contact your Internet or Email Provider 

You need to reach out to your email provider or internet connection to get the following info:

• Username
• Password
• Incoming email server address
• Incoming email server type
• Outgoing email server address

Step 2: Set up Outlook

1. Navigate to the QuickBooks Edit menu. 
2. Choose Preferences and Send Forms.
3. Select Outlook and click OK.

Solution 5: Repair, Uninstall & Reinstall Adobe Reader/Acrobat 

QuickBooks relies on a stable PDF viewer to generate and attach documents. If Adobe Reader or Acrobat is missing, outdated, or corrupted, it can interfere with this process. Repairing or reinstalling Adobe Reader ensures your system has the right tools for handling PDF attachments without errors.

Repair Adobe Reader/Acrobat

If you’ve updated to the latest version of Adobe Reader/Acrobat and it hasn’t fixed the problem, you’ll need to repair your Adobe installation.

1. Close Acrobat/Reader and all open web browser windows.
2. Press the Start button at the bottom left of your screen.
3. Type Control Panel, and click Enter.
4. Select Programs and Features.
5. Choose Acrobat or Adobe Reader, and click Uninstall/Change.
6. Under the Setup dialog box, select Next.
7. Select Repair, and click Next.
8. Choose Install.
9. Once done, click Finish and restart your computer.
10. Log back in to QuickBooks desktop, and try to print.

Uninstall Adobe Reader/Acrobat

1. Close Acrobat/Reader and all open web browser windows.
2. Press the Start button at the bottom left of your screen.
3. Type Control Panel, and press Enter.
4. Choose Programs and Features.
5. Select Acrobat or Adobe Reader, and click Uninstall/Change.
6. Click Yes to confirm.

Note: Acrobat Professional is a paid program, unlike the free Adobe Reader. Don’t uninstall Acrobat Professional unless you have the installation file and product key or plan to replace it with Adobe Reader.

Re-install Acrobat Professional

To reinstall Acrobat Professional, use the DVD or the installation download you received from Adobe. To reinstall Adobe Reader, visit https://get.adobe.com/reader/.

Solution 6: Create a New Outlook Profile 

Sometimes, a corrupted Outlook profile can prevent QuickBooks from sending emails with PDF attachments. Creating a new profile helps reset email settings and often resolves issues related to broken configurations or failed connections between Outlook and QuickBooks. 

1. Hold Shift while starting Outlook.

Tip: To access the profile picker in Outlook, use one of these options:

• Press Windows + R, type Outlook.exe /profiles, and click Enter.
• Or go to File > Account Settings > Change Profile (Outlook will restart)

2. Select Options on the profile picker dialog box.

Note: Before clicking New, consider checking “Prompt for a profile to be used.” This option lets you choose a profile each time Outlook starts. It is useful if you manage multiple profiles and need to switch between them.

3. Click New.

4. Enter a name for the new Outlook Profile and choose OK.

5. Once the new profile is created, add an email account to the profile. In the add account dialog box, you can optionally add more accounts.

Note: You can add more (non-Exchange) mail accounts to your profile, like Gmail or Live.com.

Solution 8: Set Adobe Reader as the Default PDF Viewer

1. Click the Start menu on your keyboard and select Settings.

2. Choose Apps, and select Default apps.
3. Scroll down, and select the Choose default apps by file type option.

4. Select the current default app for PDF file format.
5. Choose Adobe Acrobat Reader DC to set it as the new default.

Solution 9: Reset Your Temp Folder Permissions

QuickBooks relies on your system’s temporary folder to create and attach PDF files to emails. If the permissions for this folder are restricted or incorrectly set, it can prevent email attachments from working. By resetting the temp folder permissions, you ensure QuickBooks has the proper access it needs to handle PDF files and restore normal email functionality.

1. Restart your computer and send the email again.
2. Hold and press the Windows key + R to open the RUN command.
3. Type %TEMP% and click Enter.
4. Right-click an empty area of the temp folder, and choose Properties.
5. Select Security and make sure all user names and groups in Security have Full Control.
6. When the permissions have been set to Full Control, save as a PDF again in QuickBooks.

Solution 10: Test if You Print to the MS XPS

QuickBooks uses the Microsoft XPS Document Writer to create PDF files. If this component isn’t working correctly, it can interfere with email attachments. Testing the XPS printer helps you verify whether the print-to-PDF function is working as expected. If the test fails, repairing or reinstalling the XPS Document Writer may resolve the issue.

1. Open Notepad.
2. Type Test. 
3. Select File and click Print.
4. Choose the XPS Document Writer, and click Print.
5. Enter a filename and save it to your desktop.
6. Navigate to your desktop and review the XPS document you printed from the notepad.

If you can’t see XPS Document Writer, allow your computer to print to your XPS printer.

1. Go to your Windows Control Panel and switch to Category View.
2. Choose Programs.
3. Select Turn Windows features on or off under Programs and Features section.
4. Check Microsoft XPS Document Writer in the list of services.
5. Click OK.

Solution 11: Repair Microsoft Outlook

Corrupted or damaged Outlook files can prevent proper integration with QuickBooks. Repairing Outlook may resolve issues with PDF attachments not sending.

1. Right-click the Start button and select Installed apps on the pop-up menu.

2. Choose the Microsoft 365 or Office product, click the ellipses (⋯) next to it, and select Modify.

3. Depending on your Microsoft 365 or Office installation type, choose the following options to proceed with the repair. 

• Click-to-run: Select Online Repair > Repair for a thorough fix in the “Repair your Microsoft 365 and Office Programs” window. Or, try Quick Repair for a faster, basic scan and file replacement.

• MSI-based: Select Repair under the Change your installation window and click Continue.

4. Follow the on-screen instructions to complete the repair.

Future Tips to Prevent PDF Email Failures in QuickBooks Desktop Pro 2024!

Keep QuickBooks and Outlook updated, use Adobe Reader as the default PDF viewer, avoid corrupt Outlook profiles, and clear temp folders periodically will help you keep your system, software, and settings optimized for smooth and consistent email functionality.

• Keep QuickBooks and Microsoft Outlook updated to their latest versions.
• Set Adobe Acrobat Reader as your default PDF viewer.
• Run QuickBooks as Administrator to ensure proper email permissions.
• Avoid third-party PDF tools that may override QuickBooks PDF converter.
• Regularly clear and reset TEMP folder permissions (%TEMP%) to avoid access errors.
• Run the QuickBooks PDF & Print Repair Tool via Tool Hub as periodic maintenance.
• Ensure Microsoft XPS Document Writer is installed and working properly.
• Create a fresh Outlook profile if your current one shows signs of corruption.
• Confirm your email is properly integrated in QuickBooks (Outlook/SMTP settings).
• Repair or reinstall Microsoft Office if Outlook integration becomes unstable.

Final Note!

James, I understand how discouraging it can feel when a simple task like sending a PDF invoice turns into a technical hurdle, especially when you rely on QuickBooks Desktop Pro 2024 to keep your business moving.

But this issue isn’t permanent. Whether it’s updating your software, resetting folder permissions, repairing Outlook or Adobe Reader, or creating a new Outlook profile—each solution directly addresses the root cause. Once implemented, you’ll be back to sending invoices, reports, and estimates without delays.

To keep things running smoothly in the long term, I recommend a few key habits: keep your QuickBooks, Outlook, and Adobe Reader up to date, set Adobe Reader as your default PDF viewer, and periodically clear your temp folders. These small steps can help you avoid repeat errors and keep your workflow uninterrupted.

And if you ever need help reinstalling, configuring, or optimizing QuickBooks again, don’t hesitate to reach out. Let’s keep your operations efficient and your communication seamless.

Disclaimer: The information outlined above for “Why Am I Unable to Send Emails With PDF Attachments in QuickBooks Desktop Pro 2024?” is applicable to all supported versions, including QuickBooks Desktop Pro, Premier, Accountant, and Enterprise. It is designed to work with operating systems such as Windows 7, 10, and 11, as well as macOS.