Honest question: how does one get started working remotely? I understand that it's easy to keep finding remote work once you've already done a few remote gigs. But how do you break in?
Either you apply to a remote job - there are plenty here on the monthly "who's hiring" threads. Or you get your current company to allow it as part of negotiations. An annual review makes a good setting - ask for a big raise, then offer working from home as an alternative (it'll save me money on my commute, so I won't need the increase).