Jetpack One-Click Not Working

Hello, I’m not able to connect Jetpack to my self-hosted (on Synology) WordPress site. I click the “one click activate” button and it tells me “Site Connection Failed”, and I’ve spent a ton of time with the AI chat to troubleshoot. It’s an older blog I made where everything used to work, and I’ve come back to recently, upgrading my WP version to the latest and updating all my plugins. Everything seems to work just fine except Jetpack.

Here’s some background the tool helped me pull together:

# Jetpack Connection Issue on Synology NAS

I'm unable to connect Jetpack to WordPress.com on my Synology NAS installation. When using the Jetpack debug tool, I receive the error:

"Communication error We were unable to make an XML-RPC request to your website. Please make sure that XML-RPC is turned on and that Jetpack is installed, activated and connected with your WordPress.com account. If the error persists, try disconnecting and connecting Jetpack again."

## Environment
- WordPress installation on latest Synology DSM
- Fresh Jetpack installation
- WordPress Address and Site Address settings are correct
- Site is publicly accessible

## What I've Already Verified/Tried:
1. XML-RPC is working correctly
   - Accessing xmlrpc.php shows the correct message: "XML-RPC server accepts POST requests only."
   - No extra spaces or characters in the response

2. Connectivity
   - Can curl wordpress.com domains from Synology SSH terminal
   - Site is publicly accessible
   - No reverse proxy settings in use
   - No firewall blocks for outbound connections

3. WordPress Configuration
   - Completely removed Jetpack files and database tables before fresh install
   - Tested with all plugins deactivated except Jetpack
   - Tested with Twenty Fifteen default theme
   - WP_DEBUG enabled but shows no relevant errors
   - WordPress Address and Site Address settings verified correct

4. Jetpack Debug Tool
   - Used https://jptools.wordpress.com/debug/
   - Shows same XML-RPC communication error

Despite all these verification steps and troubleshooting attempts, I'm still unable to establish the connection. Any additional guidance would be greatly appreciated.

I also validated in Jetpack’s debugging center that it says ”Your Jetpack setup looks a-okay!”

I’m not sure what to even check next, because it seems like everything else is right, yet it’s not connecting.

Thanks in advance!

Adam

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