About one and a half years ago, I decided to move to another city, but very much wanted to continue working for my company, so I proposed to my boss that I would go remote at that point. Our company had two other engineers working remotely before me, so that definitely helped. As far as I was considered, it was mostly about making sure that my boss viewed me as someone who knows how to help myself or proactively seek help when I get stuck and make sure I am able to find new tasks to work on on my own. There was also a need for more proactive communication and more status updates. While it is pretty easy to know or find out what a coworkers status is in an office situation, it is far less obvious in a remote situation.