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Update Servers/Microsoft Exchange/Configuring ACME LetsEncrypt Bot.md

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Nicole Rappe
2025-04-23 18:22:24 -06:00
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Servers/Microsoft Exchange/Configuring ACME LetsEncrypt Bot.md
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* Searching the external IP of the server on [Shodan](https://www.shodan.io/) will reveal all open ports.
### Troubleshooting:
If you find that any of the services such as [https://mail.example.org/ecp](https://mail.example.org/ecp), [https://autodiscover.example.org](https://autodiscover.example.org), or [https://mail.example.org/owa](https://mail.example.org/owa) do not let you log in, proceed with the steps below to correct the "Certificate Binding" in IIS Manager
If you find that any of the services such as [https://mail.example.org/ecp](https://mail.example.org/ecp), [https://autodiscover.example.org](https://autodiscover.example.org), or [https://mail.example.org/owa](https://mail.example.org/owa) do not let you log in, proceed with the steps below to correct the "Certificate Binding" in IIS Manager:
* Open "**Server Manager**" > Tools > "**Internet Information Services (IIS) Manager**"
* Expand the "**Connections**" server tree on the left-hand side of the IIS Manager
* Expand the "**Sites**" folder
* Click on "**Default Web Site**"
* On the right-hand Actions menu, click on "**Bindings...**"
* A table will appear with different endpoints on the Exchange server > What you are looking for is an entry that looks like the following:
* **Type**: https
* **Host Name**: autodiscover.example.org
* **Port**: 443
* Double-click on the row, or click one then click the "**Edit**" button to open the settings for that endpoint
* Under "**SSL Certificate**" > Make sure the certificate name matches the following format: "**\[Manual\] autodiscover.example.org @ YYYY/MM/DD**"
* If it does not match the above, use the dropdown menu to correct it and click the "**OK**" button
* **Type**: https
* **Host Name**: mail.example.org
* **Port**: 443
* Repeat the steps seen above, except this time for "**mail.example.org**"
* Click on "**Exchange Back End**"
* On the right-hand Actions menu, click on "**Bindings...**"
* A table will appear with different endpoints on the Exchange server > What you are looking for is an entry that looks like the following:
* **Type**: https
* **Host Name**: <blank>
* **Port**: 444
* Repeat the steps seen above, ensuring that the "**\[Manual\] autodiscover.example.org @ YYYY/MM/DD**" certificate is selected and applied
* Click the "**OK**" button
* On the left-hand menu under "**Connections**" in IIS Manager, click on the server name itself
* (e.g. "**EXAMPLE-EXCHANGE (DOMAIN\\dptadmin**")
* On the right-hand "**Actions**" menu > Under "Manage Server" > Select "Restart"
* Wait for the IIS server to restart itself, then try accessing the webpages for Exchange that were exhibiting issues logging in
* Open "**Server Manager**" > Tools > "**Internet Information Services (IIS) Manager**"
* Expand the "**Connections**" server tree on the left-hand side of the IIS Manager
* Expand the "**Sites**" folder
* Click on "**Default Web Site**"
* On the right-hand Actions menu, click on "**Bindings...**"
* A table will appear with different endpoints on the Exchange server > What you are looking for is an entry that looks like the following:
* **Type**: https
* **Host Name**: autodiscover.example.org
* **Port**: 443
* Double-click on the row, or click one then click the "**Edit**" button to open the settings for that endpoint
* Under "**SSL Certificate**" > Make sure the certificate name matches the following format: "**\[Manual\] autodiscover.example.org @ YYYY/MM/DD**"
* If it does not match the above, use the dropdown menu to correct it and click the "**OK**" button
* **Type**: https
* **Host Name**: mail.example.org
* **Port**: 443
* Repeat the steps seen above, except this time for "**mail.example.org**"
* Click on "**Exchange Back End**"
* On the right-hand Actions menu, click on "**Bindings...**"
* A table will appear with different endpoints on the Exchange server > What you are looking for is an entry that looks like the following:
* **Type**: https
* **Host Name**: <blank>
* **Port**: 444
* Repeat the steps seen above, ensuring that the "**\[Manual\] autodiscover.example.org @ YYYY/MM/DD**" certificate is selected and applied
* Click the "**OK**" button
* On the left-hand menu under "**Connections**" in IIS Manager, click on the server name itself
* (e.g. "**EXAMPLE-EXCHANGE (DOMAIN\\dptadmin**")
* On the right-hand "**Actions**" menu > Under "Manage Server" > Select "Restart"
* Wait for the IIS server to restart itself, then try accessing the webpages for Exchange that were exhibiting issues logging in
### Additional Documentation: