Embracing Change: Transitioning from a Law Firm to a Career in Insurance


Jamie Carsey

Managing Director, Claims – Legal and Head of Litigation

Markel

People do not stay in one job forever these days: over the course of a professional career, it is common to seek new opportunities and explore diverse fields. However, I really believed I was the exception. I have wanted to be a lawyer my entire life. What I was going to be when I grew up was never in question. It was a dream come true when I landed at a fantastic civil litigation firm, where I eventually became an equity partner. I loved my law firm life and never thought about leaving it.

But, as they say, “never say never,” because out of the blue, an opportunity emerged for me to take an in-house role with an insurance company. Surprising everyone, including myself, I took it. It turned out to be a great decision for me.

Flexing your mental muscles

There are numerous reasons for lawyers to consider transitioning to a job in insurance.

For one thing, I started to realize that my skillset was not exclusively bound to the legal domain. As you move up in a law firm, you inevitably start getting more “business” or “law firm management” responsibilities. A lot of lawyers hate this; it is way outside of their comfort zone.

However, I found that after I joined the insurance industry, I started tapping into a business side of myself I did not know was in there. Abilities in critical thinking, analytical reasoning, negotiation, and problem-solving are highly valuable in most industries, including insurance. I could not ignore the part of me that wanted to flex my business solutions and leadership muscles beyond the law firm environment.

Similarly, as lawyers, our expertise can start to become a bit niche. Working at my former law firm, I would frequently get a crash course in the underlying matters at issue in the lawsuit—things like the chemical makeup of good versus bad coal; how levee systems work; or the structural integrity of a bridge or skyscraper. My focus, however, was necessarily on the legal aspects.

In insurance, by contrast, you can broaden your interests and expertise to whatever you are passionate about, and your scope is much more likely to be far-reaching. Some people may not think insurance is cutting edge or exciting, but that’s not the case. Insurance is the backbone of our economy. Without insurance, people and businesses wouldn’t be able to take risks. If you read the major headlines of what is going on in the world on any given day—overseas wars, natural disasters, financial crises, or even a big pile up on your local highway—you can be confident that insurance is involved, and that insurance professionals are at the forefront. 

Enjoying greater work-life balance

Another reason attorneys might want to consider transitioning to an insurance role is work-life balance. It is no secret that law firm life is demanding: many movies feature plotlines on how hard one has to work to rise through the ranks. Now, this was not a factor for me when I decided to leave the law firm: I was very happy there, and dare I say, I didn’t really have a lot of “mom guilt.” But once I transitioned into my in-house role, I realized I was missing out on more at home than I had thought. As a trial lawyer, you do not control your schedule; your cases do. You always tell your family that you can go on that vacation …  unless you are in trial. You will say you can definitely do that hiking trip with your friends from college … unless you are in trial.

When you work in-house, you can just say yes. That is pretty nice. Moving to an in-house role can also free up one’s time to explore personal interests outside of work. It gave me the bandwidth to foster and adopt our second child.

Advancing at your own pace

Along similar lines, insurance also affords professionals the opportunity to set their own pace for career advancement. Law firms can be pressure cookers that thrive on stress. Combining that intense environment with the commonly shared “up or out” mentality—meaning advance up the ladder or potentially be fired—is not every lawyer’s cup of tea.  The insurance industry, by contrast, offers opportunities to use one’s legal and non-legal skills in a less-stressful, more-stable environment with numerous, wide-ranging growth opportunities. The insurance industry offers a range of career paths, from underwriting and claims management to risk analysis and actuarial science. Professionals can explore various roles and find one that best aligns with their skills and interests; and they can advance at their own pace.

Speaking of advancement, I have definitely noticed that lawyers who transition to insurance can have very fulfilling careers. The skillsets for law and insurance certainly complement one another. Lawyers make good insurance professionals because both tend to be client centric. Also, insurance professionals deal with complex risk assessment and mitigation strategies daily. Legal expertise can therefore be instrumental in navigating intricate policy issues and crafting innovative solutions for clients. Even the more nuanced side of your legal knowledge can be leveraged in an insurance role, including contract drafting and negotiation, application of regulations, claim advocacy, risk assessment, and problem solving.

Conclusion: Consider broadening your horizons

Switching from law to insurance was a big step for me, but it has been immensely rewarding. Insurance is a dynamic industry that offers potential for growth and fulfillment. If you are a legal professional considering new opportunities, give the insurance industry another look. It provides a welcoming space to leverage your skills, make a difference in clients’ lives, and embrace fresh challenges. It has been a great experience for me.

Hey there, curious minds! Step into the world of RISE’s Strategic Planning Board, where strategy meets personality. These movers and shakers are the architects behind our big-picture goals, collaborating with our leadership and Advisory Board. But this isn’t your typical spotlight series—it’s a backstage pass to uncovering what drives them beyond the boardroom. Think aspirations, hobbies, and what keeps them jazzed about the future of RISE. This series isn’t just about their roles; it’s about weaving together the stories of high achievers who are crafting a roadmap for RISE’s success. So, grab a seat and get ready to dive into the personalities shaping RISE, one interview at a time.

Q: What is one piece of advice for young professionals in the insurance industry?

A: Keep grinding. The insurance industry is growing and there are a lot of folks retiring, this leaves a large void for those who want to grow and climb in their careers to do so – all it takes is hard work and time.

Q: Are you a sports fan? What’s your favorite team?

A: I am a huge fan of The Braves, Steelers, and the defending 2x National Champions, The University of Georgia Bulldawgs! Go Dawgs!

Q: What do you find motivating?

A: Helping others grow. Every day I seem to learn something new about insurance. I love passing this information along to help others learn and develop.

Q: Do you collect anything?

A: I keep all of my old concert ticket stubs. Each time I add one to the box I get reminded of the many awesome concerts I have been to throughout my life.

Q: What’s the most exciting part of your job?

A: Negotiating resolutions of complex coverage situations.

Q: What is something you know now that you wish you knew when you started in the insurance industry?

A: There are thousands of different jobs/roles in the insurance industry. Each role provides valuable experience and insight that can help in seemingly different roles. You don’t have to stay in one job family your whole career. In fact, you become more valuable the more hats you have worn!

Q: Share a fun fact about yourself!

A: During college I earned my Private Pilot’s License in addition to completing two Bachelor’s Degrees courses my senior year.

Q: What inspired you to join RISE?

A: I was nominated for and won the RISE award a few years ago. Prior to that I didn’t have knowledge of the program. The more I learned about RISE, the more I was drawn to it.

Hey there, curious minds! Step into the world of RISE’s Strategic Planning Board, where strategy meets personality. These movers and shakers are the architects behind our big-picture goals, collaborating with our leadership and Advisory Board. But this isn’t your typical spotlight series—it’s a backstage pass to uncovering what drives them beyond the boardroom. Think aspirations, hobbies, and what keeps them jazzed about the future of RISE. This series isn’t just about their roles; it’s about weaving together the stories of high achievers who are crafting a roadmap for RISE’s success. So, grab a seat and get ready to dive into the personalities shaping RISE, one interview at a time.

Q: What is one piece of advice for young professionals in the insurance industry?

A: One piece of advice is hard because success is not a single event, success is a lifetime professional journey. The thing that has stood out to me the most has been developing a smart, strong, and supportive network and this network should include but is not limited to a mentor – someone who can coach you up and teach you things, a sponsor – someone who has access to rooms you don’t even know exist and is willing to speak of your talents, a peer – someone who is going through the trenches with similar goals and aspirations, and a mentee – someone you are guiding along the way so there are more people like you in whatever rooms you enter.

Q: Are you a sports fan? What’s your favorite team?

A: I’m a casual sports fan. As a resident and proud Philadelphian, I am obligated to say I support The Sixers and The Eagles. If I had to chose between the two I would say The Sixers because I prefer Basketball to Football.

Q: What do you find motivating?

A: Hmmmm, I honestly can’t remember a time when I wasn’t motivated and if that is the case I have to say that my parents have been my strongest motivators. I am my mother’s child and my father’s daughter. More than my parents I am the village that supports me (aunts, uncles, sister, brother, friends and chosen family) and I want to make them proud. So there’s always a fire inside me pushing me to represent not only myself but them.

Q: Do you collect anything?

A: I would say no, unless experiences count. I’m more an experience something with people vs a material possession person. Don’t get me wrong, I like nice things but I value a great conversation or learning something new with family and friends over a physical object.

Q: What’s the most exciting part of your job?

A: I’m a problem solver. So the thing that keeps me coming back to my job is figuring out the puzzle of things or improving how things are done so not only are folks working smarter but also better serving our customers. Insurance, at it’s core, is really a people business and if what we do does not solve peoples’ problems or resolve pressing issues, why are we doing it? I also think I gravitate to the idea of the safety net, and that is honestly how I see insurance. Instead of the person you can always count on, it’s a system that we should always be able to tap into when something doesn’t go as planned. And that system should work properly without unnecessary barriers. I like to think of myself as a barrier breaker and that gets me excited to continue because there’s always a new barrier to break.

Q: What is something you know now that you wish you knew when you started in the insurance industry?

A: I wish I knew that it’s ok to not know something. It doesn’t make you look bad or hinder you from succeeding. The best leaders surround themselves with the best and the brightest because they recognize they alone will not have all the answers.

Q: Share a fun fact about yourself!

A: As a young kid I was obsessed with cowboy boots. I made my mom get me a pair and I wore them with everything…and I mean everything LOL. There’s definitely a Christmas morning picture of me as a young kid in a nightgown and cowboy boots pretending to play a guitar.

Q: What inspired you to join RISE?

A: The community and collaboration amongst the RISE network is second to none; aligning with RISE has allowed me new avenues to expand my own knowledge of the insurance industry and meet great people along the way.

Hey there, curious minds! Step into the world of RISE’s Strategic Planning Board, where strategy meets personality. These movers and shakers are the architects behind our big-picture goals, collaborating with our leadership and Advisory Board. But this isn’t your typical spotlight series—it’s a backstage pass to uncovering what drives them beyond the boardroom. Think aspirations, hobbies, and what keeps them jazzed about the future of RISE. This series isn’t just about their roles; it’s about weaving together the stories of high achievers who are crafting a roadmap for RISE’s success. So, grab a seat and get ready to dive into the personalities shaping RISE, one interview at a time.

Q: What is one piece of advice for young professionals in the insurance industry?

A: Say yes – to meetings, to opportunities, to attending events and serving in any capacity. Say yes, and good things will happen!

Q: Are you a sports fan? What’s your favorite team?

A: Always rooting for the Dallas Cowboys and the Kansas Jayhawks (my alma mater!)

Q: What do you find motivating?

A: Hearing success stories from clients and candidates about our matchmaking process. Recruiting isn’t always easy, but it can be life changing when you find the perfect pairing.

Q: Do you collect anything?

A: Passport stamps! I always say I haven’t been everywhere, but it’s on my list.

Q: What’s the most exciting part of your job?

A: Hearing from all sides of our insurance community on best practices, challenges, what they enjoy, and how we can help them. I also love visiting new places for conferences and events, meeting people from all across the country, and serving on boards and organizations with missions I align with. Oh – and working with my team here at Questpro – they are just wonderful human beings.

Q: What inspired you to join RISE?

A: The community and collaboration amongst the RISE network is second to none; aligning with RISE has allowed me new avenues to expand my own knowledge of the insurance industry and meet great people along the way.