WordPress, New Server, and “Unable to create directory”

I recently had to move my blog from WebFaction (who was bought out by GoDaddy and then eventually shut down their services) to Digital Ocean.

I couldn’t upload files for the longest time and kept messing with file permissions as recommended from all the different Google searches I did. And nothing was working.

Turns out, my server was configured properly, but I forgot to change the Store uploads in this folder value via WordPress dashboard when I switched webservers at /wp-admin/options-media.php.

Change this value to the server’s new value!!

Hopefully this helps someone else.