Making a Permanent Escape
For months, people asked me, “what will this do to your career?”
I was tired of answering the question. I knew there was another path for me. But I was scared of removing the proverbial golden handcuffs. In 2009, I was a seventh year associate on partnership track at the largest law firm in the world. After a severe bout of tendonitis, all thanks to what is known as “document review” in the legal biz, I was sure I needed a change.
At the time, though, I felt lost. I wasn’t sure what I wanted. I wasn’t sure that I could walk away from the title that was almost within my reach. My husband, Eric, and I considered putting all of our belongings in a few suitcases and moving to Spain or Italy to live life more slowly, to savor food and wine, to enjoy each other and our life together. At the time, though, we weren’t ready for so permanent a change. And so the decision to travel the world for a year evolved. Our friends termed it the “Master Plan.” Little did we know then what our Master Plan would ultimately become.

Making the decision was the easy part. Telling my boss about the Master Plan? Not so fun. Still, I found the courage and waltzed into his office one morning and asked him if I could take a leave of absence. He was pretty stunned and requested that I stay until the end of a big project. Let me translate that. The big project could have delayed me for 18 to 24 months. I considered this option, knowing that 24 months could turn into four years, knowing that there would always be some reason to stay.
It was time to jump, to take a risk. After months of discussion and negotiation I was told I could take a leave of absence, with qualifications. I quit my job with an understanding that I was leaving on good terms and would need to reapply if I wanted to return in a year. My job was not waiting for me when I returned. Although some partners continue to sell my leave to naive young law students as a “sabbatical,” they’ve got it all wrong. I had to quit, remember?
After 14 months of traveling through Australia, New Zealand, Asia, South America, and Europe, I emailed my boss and expressed my interest in returning to the firm, my interest in willingly putting the golden handcuffs back on. I was good at my job. I thought this would be easy. I was wrong. I was forced to run the gamut, interviewing with over 20 different attorneys, many of whom I knew intimately.
Although they ultimately made me an offer, I was “punished” for taking time off. They decreased my associate class year and salary. But on the bright side, I was back on partner track, and, most importantly, was employed after 14 months out of the game. The “sabbatical” seemed to have little effect on my “long term” career. They would still allow me to practice law for another 20 or 30 years. Lucky me! In just one month, I was sailing back into my “normal” life. Or so I thought.

“[W]e always know which is the best road to follow, but we follow only the road that we have become accustomed to.” – Paulo Coelho
In the end, my biggest problem was readjusting to the monotony of my day-to-day – taking the Metro, sitting at the same desk every day, eating at the same boring restaurants in my “faux urban” neighborhood, and dealing with friends who just did not understand my fascination with seeing the world, with pursuing a different life, the right life for me. I had only been to 40 countries. There was so much more to see and experience!
Another Escape? Already?
Eric and I realized quickly that we were unhappy - call it Life ADD. We started to save our money and live more simply. My hope was to make partner and stay for another 5 years. But I lasted just a little over two. I was thirty days from making partner and still walked away. Why? Because I was working crazy hours, counting days until I found the courage to quit or collapsed from the exhaustion and stress. What’s worse, I was bored. And so I did quit.
Today, Eric and I are off on the road again, having just started our second round-the-world (RTW) adventure. This time it is a permanent one. Our first trip whet our appetite for adventure – a more simple life, with new and unique experiences every day. It also made it blatantly clear that we are free spirits, destined to settle somewhere outside of the United States and outside of the predictable life. Most importantly, it helped me to discover that I don’t belong in an office.
When I left the firm for the second time, my boss, management, and HR told me that I could return whenever I pleased. I am not sure quite how sincere that was, but it is nice to know that it was offered. Will I ever go back to the rat race? I doubt it. We have a nest egg and wanderlust, and we will keep traveling until we find someplace where Life ADD is a farfetched proposition. We are not on the “Master Plan 2.” This time, it’s a “Life Plan.” I am certain of one thing. I never want to sit in a sterile office under fluorescent lights for 60 or 70 hours a week again!
After 10 years as an attorney, Amber Hoffman left her job at the largest law firm in the world and decided to start living her life. She is now a recovering tax lawyer, traveling the world with her husband, exploring Europe, Latin America, and ultimately settling into a happy existence somewhere in Asia, where her passion really lies, outside the law. You can read more about her travels on With Husband in Tow or follow her on Twitter as @ashworldtravel.
After 10 years as an attorney, Amber Hoffman left her job at the largest law firm in the world and decided to start living her life. She is now a recovering tax lawyer, traveling the world with her husband, exploring Europe, Latin America, and ultimately settling into a happy existence somewhere in Asia, where her passion really lies, outside the law. You can read more about her travels on 






Leah on Mon, 6th Jun 2011 8:12 am
I really enjoyed reading your post. I am thirty-two soon and have itchy feet that are ready to try out foreign soils.
It is a fear of leaving the security of the day to day grind of paying the bills and living a safe and non-challenging way of life that has put me on hold for some time.
I hope (as it has I) your post will inspire others to go and follow their bliss – Leah 🙂
Patricia GW on Mon, 6th Jun 2011 8:54 am
Travel and experiencing a new culture really has put it into perspective, and filled that void with purpose (and joy).
In three weeks I’ll be moving to Paris myself for one month. I have the same feeling – the incredible surreal realization that I’m going to be living there…. it’s thrilling!!
Abby on Mon, 6th Jun 2011 2:11 pm
Oh, Jenny! Escargot isn’t palatable — it’s delicious! I love your writing style; it’s so fun and energetic. Can you believe how far we’ve come? Everyone, Jenny and I were in the exact same industry and have known each other online and via work emails for years and years. But we’ve only met once, many, many years ago. And one of those jobs she was sleeping next to her BlackBerry for was one I’d just left. And now she’s 33 and living abroad, just like I was last year. Kindred spirits. Jenny, you’re a true inspiration — I can’t wait to see how your adventure unfolds!
Debbie Beardsley on Mon, 6th Jun 2011 3:22 pm
Your life in Paris sounds ideal. It is nice to read about people who follow their dreams instead of wishing they had! Enjoy the rest of your journey.
Terriaw on Tue, 7th Jun 2011 1:40 pm
Wow, fabulous and well said! I love your new outlook on like. After experiencing career burnout and feeling a little lost and purposeless lately, you have encouraged me. I look forward to seeing Paris someday!
Jenny on Tue, 7th Jun 2011 6:50 pm
merci for all the sweet comments! @abby we are soooo kindred spirits! well except when it comes to our differing feelings on escargot…;) and congrats patricia on the move! thrilling indeed!
shawna on Thu, 9th Jun 2011 1:32 am
you’ve reawakened my travel bug. must. return. to. france. (someday.) eat a croissant for me!
Weekly Travel Blog Links — LandingStanding on Mon, 13th Jun 2011 6:16 am
[…] how badly I want to go to Paris… If only we could afford living there for an extended period of time during our travels! Any […]
G. Michael Schneider on Sun, 19th Jun 2011 3:36 pm
I am a firm believer in living and working overseas, just as you described. However, many of us actually like our jobs and our homes and are simply looking to renew and refresh our lives, not change it. However, you can have the same type of cultural experience without having to reach into your own wallet and without having to quit your day job–by taking what I call a “working vacation.” My wife and I have done this 15 separate times, from Australia to Zimbabwe, Turket to Tibet, Mauritius to Mongolia. I describe how to do it in my blog otherguysdime.wordpress.com and via Twitter at @otherguysdime. Learn how to have fun without having to have burn any of your bridges behind you.