I was recently at a charity benefit reception and dinner. An acquaintance (and I stress acquaintance) came up to me, took one look and out of the blue asked, “you’re retired, aren’t you”? For some reason that question was both galling and irritating. It took me a bit to figure why even though I’m sure the acquaintance didn’t mean any ill will and was just trying to be polite.

The short answer: I may not practice law full time but I’m far from “retired” and the assumption that I am just because I changed careers is disappointing. I’m not going gently into the night.
Do not go gentle into that good night,
Old age should burn and rave at close of day;
Rage, rage against the dying of the light.
Do Not Go Gentle into That Good Night, Dylan Thomas
Perhaps some background is illustrative.
Some Background
As many know, I practiced law full time for over 30 years as an equity partner in a large law firm. Most of that time, I defended companies involved in mass tort litigation. My work took me all over the country and was challenging and cutting edge. It was a wonderful career, and I don’t begrudge any of it.
But long about 2017, I discovered a new interest in writing and speaking about legal technology. It’s no secret why: since I was always on the road practicing my cases near and far, I had to have the best technology to help me do that.
I enjoyed writing about legal tech and in 2017, made the decision to pursue a second career as a legal tech journalist full time. I was frankly ready for the new challenge. I wanted to see if I could achieve success doing something different than practicing law and for which I had no formal training and little experience. I wanted to see if I could do it.
Here’s what my “’retirement” actually looks like.
How’d That Turn Out?

Since then, here’s how it turned out:
- My blog Techlaw Crossroads is a well-respected and well known legal tech blog.
- I write regularly for Above the Law, also a well-known and respected legal tech outlet.
- I write for an ABA publication, Law Technology Today.
- I am a regular panelist on the Legaltech Week Journalist Roundtable composed of the leading journalists in the community.
- I’ve won awards for my writing and my contributions to CLE.
- I am on the faculty of a trial technology training program.
- I chaired the ABA Law Practice Division composed of over 30,000 members.
- I co-chaired the ABA TechShow, one of the leading legal technology conferences.
- I am co-chair of the Kentucky Bar Association Law Practice Management and AI Committees.
- I host a podcast consisting of interviews of legal tech vendors and movers and shakers.
- I regularly attend and speak at conferences, trade shows and other legal tech and even standard tech events.
All in all, I think I’ve done pretty well.
A Part Time Hobby?
As for the part time nature of what I do, I have kept track of the hours I actually work on my second career. (Old habits are hard to kill). Last year I worked close to 1800 hours. This year I am on track to work even more. I regularly hit between 1700-1800 hours. That’s pretty close to my billable hour output the last few years I practiced full time.
And while I use the word “work” it’s really not work-work. I love every minute I spend on my new career. It’s a challenge; I wouldn’t trade it for anything.
But one thing it ain’t is retirement and the insinuation that it is strikes me as insulting.
Still Fighting for Every Inch

But the deeper issue isn’t just about hours worked, it’s about assumptions and ageism. The idea that leaving my legal career means I’m just dabbling, not really working hard or trying my best, is what irritated me most about the question.
I reject the notion that when you reach a certain age and decide to do something different, you can’t or won’t contribute meaningfully. That you need to go gracefully out to pasture, endlessly watching TV while thinking about the good old days. That you’re of little value and expected to just slowly fade into the sunset. That’s not living, that’s slow death.
I am not fucking retired
So no, despite what my well-meaning acquaintance assumed, I am not fucking retired. As long as I have life in me, I’m going to pursue my new career, or maybe even my next one, just as hard and as long as I can. Like Coach Tony D’Amato (played by the incomparable Al Pacino) in the movie Any Given Sunday said:
“I know if I’m gonna have any life anymore it’s because I’m still willing to fight and die for that inch — because that’s what living is.”
Either that, or like Paul Simon, maybe I’m just still crazy after all these years.