Seems as though some people plan their retirement as meticulously as they plan their weddings or their families. For years, they’ve envisioned what retirement would be like: whether there will be travel plans and to where, whether they want to make time for the grandkids, for volunteering, or for having a newfound social life. They know how much money will be coming in from retirement benefits, pensions, and other sources of nonworking income, and they will have it earmarked: so much for this and so much for that.
Then there are the rest of us. We don’t have a clue what retirement will look like, how much money we will be bringing in to live on, or, really, how much we will need. We also may not realize what we will be doing day to day.
I am planning my retirement much like I did having kids, which means I’m basically winging it.
I planned to work till I couldn’t any longer. I had a half-time to three-quarters-time remote job that I enjoyed and that paid a decent hourly wage. I was able to fit it into my life very well, even when also watching my grandkids a couple days a week and amid other numerous obligations.
Then down came the boom, and I was let go, most likely a victim of the artificial intelligence (AI) movement. I’m collecting unemployment benefits while applying for work, but so far, no luck. At my age, despite my extensive experience, remarkable work ethic (I never took a single week off in the past four years), and excellent performance, I am very likely to not be hired anywhere.
In other words, I may have fallen into retirement by no choice of my own.
Since I consider myself still looking for work, I am not calling myself retired, though. There is always the prospect of getting freelance work if a steady job does not come through. Most of my life, I have worked on a freelance basis, so I’m no stranger to this platform. Still, it doesn’t offer benefits of any sort, not even unemployment benefits when a company suddenly (or not so suddenly) stops calling on you. If you get sick, you work through it. You don’t like the assignment? You take it anyway. In fact, you take everything that comes your way, whether you have the time or not. If you get into the habit of saying no (or do it even one time), you run the risk of being pushed aside by the 30 other freelancer who are an email away who will be happy to jump on assignments and whom the company will come to rely on.
With my newfound free time, I have been able to get around to little jobs around the house: putting in baseboards, wallpapering (I’m getting there next week, most likely), cleaning closets, cleaning drawers, decluttering, shredding old paperwork . . . in other words, all the things I couldn’t get to when I was working 30 hours a week.
I also have time to read, and read I have. I just finished my 38th book of the year today.
But to be honest, I’m getting a little bored. If I had my druthers, I’d still be working. And I’m learning that free time isn’t all that freeing: If you’re a person who likes routine, and I’m one of them, you need to stick to a fairly regular daily schedule, working or not. I do sleep in about 30 to 45 minutes longer than I used to when I was working, but I get up no later than 7:30 every day. I follow a breakfast and lunchtime schedule, I walk the dog one or two times a day, and I start making dinner starting around 5 p.m.
What I’m having trouble with, though, is feeling guilty about postponing or not getting around to certain chores or errands that I know I need to do. For example, I have procrastinated booking an appointment with a mechanic because, I swear, I have PTSD from having had so many repairs in the past go wrong or cost much more than the vehicle is worth. It’s a horrible feeling to shell out what often amounts to a lot of money; and many of us are at the mercy of our mechanics.
But I have found that the only way to get an unpleasant job out of the way is to do it. I promise to make an appointment next week.
I’ve been out of work for a month already, so having free time is still pretty fresh for me. By the time I actually do retire, I hope to have it planned out a bit better.


I quit my part-time job, the one I took nineteen months ago in a public library. It was a good thing while it lasted, but the negatives nipped at me over time, creating a hole too big to repair. So now I’m back editing full-time from home. And I couldn’t be happier.



