Exchange 2016 On-Prem Organization Add-in Error

Bigwil4555 101

I'm trying to add an Add-in to my Organization but I get an error message as soon as I click on Add-ins. I have the needed permissions to do this however I get:
Error: The request failed. The underlying connection was closed: An unexpected error occurred on a send.

I looked this up in Technet and Google but I found no answers. Any assistance is appreciated.

Jade Liang-MSFT 9,956 Reputation points Microsoft Employee

2021-09-03T05:45:17.427+00:00

Hi @Bigwil4555 ,

Please understand under Outlook tag, we mainly focus on general issues about Outlook desktop client, considering your issue may be more related to exchange, I added relevant exchange tag under your post to solve it better, thanks for your understanding and hope your issue would be resolved soon,

Accepted answer

Bigwil4555 101 Reputation points

2021-09-18T04:30:44.397+00:00

All right guys It was TLS 1.2. Though it was installed using IISCrypto the proper registry keys were not created. I located the proper registry keys from learn.microsoft.com and create the proper reg file. I also had to create a registry change to .Net framework. Now my Add-ins screen looks like Lou's picture plus the add-in was originally trying to install. Thanks for the direction.
Willie
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Xzsssss 8,861 Reputation points Microsoft Vendor

2021-09-20T08:30:02.12+00:00

Hi @Bigwil4555 ,

Glad to hear the issue was resolved. You could consider marking an answer above as accepted to close this thread and someone goes after this could get help from your post:)

Cheers,
Lou

Nick M 1 Reputation point

2021-12-06T18:08:34.77+00:00

Dear Willie,

I'm facing the same issue that in Organization Add-in.

The request failed. The underlying connection was closed: An unexpected error occurred on a send.

Please can you share with me the registry setting you made to get is worked.

Appreciated your help.

Bigwil4555 101 Reputation points

2021-12-06T19:58:53.983+00:00

Nick follow the link by ZhengqiLou-MSFT from September 03. Copy the two registry keys and install them on your server then run your add-in. That's what worked for me. Remember to backup your registry before you make changes.
Best of Luck,
Willie

Bigwil4555 101 Reputation points

2021-12-06T20:00:25.593+00:00

Accepted,
Thanks

Nick M 1 Reputation point

2021-12-08T09:09:30.907+00:00

Dear WillieCraig,

Thanks a lot dear. Will try this.

Take care.
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4 additional answers

Bigwil4555 101 Reputation points

2021-09-07T18:51:26.08+00:00

Lou, yes Exchange comes up as you have shown and there are no apps listed.
I attempted to run the install using this EMS command: New-App -OrganizationApp -FileData (Byte[]) and I received the same error message at the command line with a lot more stuff.
I really thought that would work.
I'll try resetting IIS later tonight as it's my understanding on Server 2019 resetting IIS causes a reboot now.
Thanks
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1 person found this answer helpful.
Bigwil4555 101 Reputation points

2021-09-08T03:34:50.82+00:00

Lou, I reset IIS. It didn't cause a reboot. I was able to watch the process however there was no change. I still received the same error message using both methods used before.

Xzsssss 8,861 Reputation points Microsoft Vendor

2021-09-09T01:45:38.29+00:00

Hi @Bigwil4555 ,

If you don't mind, try enabling TLS 1.0, 1.1 and 1.2 to see if that helps. That's because I just did a research about this issue and it still points to the TLS problems.

Best regards,
Lou
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Andy David - MVP 141.6K Reputation points MVP

2021-09-02T19:19:25.863+00:00

You need to enable TLS 1.2 and disable TLS 1.0 and 1.1

https://techcommunity.microsoft.com/t5/exchange-team-blog/exchange-server-tls-guidance-part-1-getting-ready-for-tls-1-2/ba-p/607649
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Bigwil4555 101 Reputation points

2021-09-02T21:55:56.097+00:00

AndyDavid, I already have this is place. Thanks
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Xzsssss 8,861 Reputation points Microsoft Vendor

2021-09-03T07:30:22.837+00:00

Hi @Bigwil4555 ,

See if this document helps: https://learn.microsoft.com/en-us/exchange/troubleshoot/administration/unable-install-add-ins-microsoft-store

Check TLS 1.2 status with this cmdlet: Invoke-WebRequest https://appsource.microsoft.com

Best regards,
Lou

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Bigwil4555 101 Reputation points

2021-09-03T20:07:13.593+00:00

Hey Lou, thanks for the reply. What you're suggesting applies to issues when you're trying to download apps from the MS Store website. I have an .xml file from a vendor that I want to upload for Outlook through Exchange Add-ins. I click Add-ins and I immediately get the error message without having done anything yet. My TLS level is 1.2 so I'm not sure what gives here.
I appreciate the assistance.

Xzsssss 8,861 Reputation points Microsoft Vendor

2021-09-07T08:12:46.6+00:00

Hi @Bigwil4555 ,

You mean when entering the Add-ins page, it's not showing correctly like below:

Instead, it's a blank page, right?

See if you could install the add-in with EMS:

New-App -OrganizationApp -FileData <File location for add-in manifest file>

https://learn.microsoft.com/en-us/exchange/install-or-remove-outlook-add-ins-2013-help#use-the-exchange-management-shell-to-add-an-add-in

For the EAC problem, please try reset IIS and see if other functions is normal.

Best regards,
Lou
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Bigwil4555 101 Reputation points

2021-09-15T19:23:03.687+00:00

Lou\AndyDavid, I too believe this is related to my TLS settings. Even though I have TLS 1.2 enabled the registry keys aren't matching what Microsoft says they should. I'll be making the change tomorrow night and will keep you posted.
Appreciate the assist,
Willie
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