Can I have a Load Balancer (configured as a reverse proxy) to handle multiple paths/subdirectories, for example:
https://mydomain.com/server1 -> droplet:3000 https://mydomain.com/server2 -> app https://mydomain.com/server3 -> external IP
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I believe that this is not yet doable with the Managed Load balancers. For layer 7 load balancing, you could use HAProxy. You can install it on a Droplet and configure it to your exact needs.
Here is a very good tutorial that covers this and also includes an introduction to Layer 7 Load Balancing:
Hope that this helps! Regards, Bobby