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