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Hi there,
As far as I can see there has been a network maintenance today which could have possibly caused the timeouts that you’ve seen:
https://status.digitalocean.com/incidents/xjvkssr50lnc
If your Droplet is not in that region, another thing that I could suggest is checking your server resources utilization either via your DigitalOcean control panel and checking the monitoring graphs there or via SSH and using the htop command for example. It is possible that the connection is timing out due to a very high load on the server.
Let me know how it goes.
Regards, Bobby