Hi @nekojonez
Did you try to disconnect and reconnect Jetpack? Sometimes normal disconnection and reconnection solved most of the connection issues.
You can follow these instructions to do that:
1. Go to the Jetpack menu in your WP Admin dashboard
2. Scroll down to find the Connections area.
3. Click Manage site connection.
4. Click Disconnect and follow the prompts to complete the disconnection process.
5. Click Set Up Jetpack button to connect your site to WordPress.com again.
If it is not working, you can try to reinstall the Jetpack plugin and then connect it with your WordPress.com account.
This handy guide explains the full process in more detail: https://jetpack.com/support/reconnecting-reinstalling-jetpack
If the above steps are not helping, could you please post your site URL here so that we can have a look?
If you want it to remain private, you can also contact us via this contact form. If you choose to reach out directly, please include a link to this thread.