I receive a steady stream of disaffected lawyers who want to change careers. They come to me for “the answer.”
The question is “how do I get out of law and do something different?”
What gets under my skin is the expectation this is going to be easy. It isn’t.
Remaining in law and looking for something better poses challenges. You realize by now you can’t call a headhunter and go to a “lifestyle firm” – they only exist in the imaginations of fee-hungry “staffing professionals.” Hyphenated jobs, like “environmental-law” or “entertainment-law” are misnomers. Choose anything fun and attach the word “law” to it – “food-law,” “sex-law” – and it’s still law. More realistic “remain-in-law” solutions, like an in-house position or a government job, are hard to find because everyone’s thought of them. You can get there with sufficient determination – but it’s tough and I can’t make it not-tough. No one can.
Getting out of law completely poses a new level of challenge – you have to figure out what you truly want to do with your life. I am indeed wise and all-knowing, but I cannot tell you what your purpose is on Earth. This is your journey – and you have to find your own destination. The process isn’t like opting for a legal career, where you hop on a train and go where they take you. I cannot talk to you for an hour and concoct some sensible, well-paying, fun, creative job, with status and money, that will make your heart sing and all your problems go away. Remember the last time someone promised that? Look where it got you.
I’m skeptical of “career coaches” and “out-placement counselors,” too. They can help you learn to interview and hone your networking skills – which is useful as you explore options. But you can Myers-Briggs yourself into a coma and still not know your true work. The task is tougher than getting “coached” or “aptitude tested.” There is no easy answer. It requires time, and a good deal of soul-searching.
You might need to flounder. That’s what people who aren’t “K through JD” do during their 20’s. As an adult child of the law, you may flounder a little later in the game than everyone else. But if you need to flounder and find yourself, don’t pretend it’s anything other than that. Saying you’ve “decided to write” doesn’t fool anyone. Taking classes in something creative might be a step on a path forward, but it’s only a step. Getting fed up with being a lawyer, and telling everyone you’re “writing” is like wandering around a cocktail party after you graduate from college telling people you’re working on a novel. Everyone will roll their eyes, and for good reason. They’ll assume you’re floundering – trying to find a new path. They may or may not respect your struggle, but they’ll know you have a ways to go before you can claim a hard-won title of respect, like “writer.”
Here’s my best advice for what to do if you’re a lawyer, hate it and want to do something else:
After Steve Spierer invited me to be a guest on his radio show on Talk Radio One, he told me we’d probably do a 30-minute segment. Then he added a caveat: “If we’re really on fire, we could go the full forty-five.”
I’m on for the first forty-five minutes, but stick around for the final fifteen, where Steve provides his listeners a savvy take on trends in the real estate market. His opinions might not be what you’re expecting, but he knows what he’s talking about and he leaves you thinking.
There comes a time in every big law firm lawyer’s career when things take a turn for the deeply serious. After two or three years, someone turns to you and says “okay – you own this,” and suddenly you’re no longer a glorified secretary or paralegal or guy/gal Friday – you’re an actual lawyer.
I uttered those words for the first time back in 2001, over lunch.
There comes a time as a lawyer when you split in two – an angel and a devil.
There’s a scene in John Waters’ classic film, “Female Trouble” in which Edith Massey, playing Aunt Ida, begs her nephew, Gator, to give the gay lifestyle a chance.
What is it about lawyers and vacations? Like the old saying about long-horn cattle and a Texas fence – they just don’t get along so good. It’s like a physical aversion.
An editor at AboveTheLaw suggested some months back that I do a piece on the US News & World Report law school rankings. For whatever reason, this stodgy old weekly news magazine – which someone must still read – has created a sideline business publishing rankings of schools, including law schools. I’m not sure what the criteria are, but at least in theory, it’s a big deal for lawyers when the list comes out each year.
My patient, a senior associate doing IP litigation at a downtown firm, brought me the bad news.
Last October, a law school placement director friend of mine forwarded me an email with a juicy piece of big law gossip. A former associate at Sullivan & Cromwell had offed himself. He was 39.
The People’s Therapist displayed his legendary tact and discretion during a recent interview with the lovely and talented Kashmir Hill, Associate Editor of the esteemed yet tasty legal blog,
For more juicy brilliance from the lovely and talented Kashmir Hill, you can also check this out 










