SSH Timeout for Droplet with Port Number

I am trying to ssh into my Digital Ocean droplet. I have been using it extensively for the past few days. Yesterday one of the iTerm windows I was using started returning a timeout message when I tried to SSH (the other windows already connected continued to work).

This morning I am trying to SSH in the same way I did yesterday (and all previous days) and I am getting a message of:

ssh: connect to host ip_address port my_port: Operation timed out. (with IP and port generalized)

All the other support questions that I searched through seem to encourage a person to destroy the droplet and start over. That doesn’t seem like an acceptable answer to me.