Several commenters have asked if I could move out of NYC and work Remotely at my current job. I have definitely thought about this option. Unfortunately, in my current position, it would be a non-starter. There is certainly plenty of work I can do from home, but there are lots of meetings and face-time is required (the old-fashioned kind, not the Apple program!). Someone who works for me actually asked to work remotely and though I sympathized and wanted to say yes, my boss wanted to hold the line and say no. It’s seen as a productivity issue, and a fairness issue, I guess. There are some jobs where it may make sense, and some where it would be hard to measure productivity, so although there are some people who work remotely, they often say no, as they’re worried that the more they say yes, the more they’ll have to say yes to everyone just to be fair, and then the Office would be a ghost town.

A lot of companies seem to want their employees to work remotely, so as to save on expensive office real estate. But then there is the question of office culture, team spirit, etc. I would certainly be interested in trying to work from home, but it would probably have to be a different job, with a different company. Or I could do some freelance consulting. I would love to have a flexible schedule, where I could bum around in jeans all day instead of having to get dressed up and commute to an office. But I do also worry a bit about whether my temperament is suited to it. When I have a day off, I can laze around for hours, getting distracted by solitaire and Facebook and reading the newspaper. I might not be disciplined enough to work from home. I think I’d also miss the social aspects of going to an office. Some of the suburban/rural areas we’ve considered moving to are actually within what many people consider commuting range— I work with people who travel up to 1.5-2 hours each way, so that’s a pretty wide radius around the city. But that kind of commute would just spoil any quality of life gains we’d get by moving, and those Metro North train passes are pricey.

So that leaves me thinking about what I could do for work from home, or locally wherever we end up living. I’m not feeling pressured to make a ton of money, so theoretically I could have a lot of options, but A) I’d have to figure out what those options are, and B) I might face some age discrimination. I’m not afraid to do menial work, and I did plenty of it when I was younger, but now that I’m pushing 50, I wonder if I’d be taken seriously as an applicant. I’m tempted to just apply for a bunch of random jobs to see if I could get one— kind of as an experiment in what today’s job market really is like. But I would also feel bad if I got a job that I didn’t really want for the longer term, but someone else might have really needed. So at least in the immediate future, I think I will try to focus on doing some networking in my industry to find out more about remote and freelance job opportunities and also try to talk to friends in other industries about what other kinds of professional jobs my skills would lend themselves to. But whether or not I find some other job, I’m becoming more and more certain that I’m going to quit and some kind of big change is coming!