Jenna R. Matthews

Chief of Staff
Dana R Looper Attorney
Cookeville, TN 38506

Jenna Matthews is an aspiring attorney currently pursuing her Juris Doctor at Nashville School of Law. A graduate of Tennessee Technological University with a Bachelor of Business Administration and a minor in Political Science. Jenna’s journey into law began unexpectedly. Originally drawn to politics, she completed an internship at the state capitol in Nashville working for Senator Janice Bowling, only to realize that politics was not her calling. Encouraged to consider law, she applied to law school quietly, doubting her own abilities, and began classes just two weeks after being accepted. Her determination to gain practical experience led her to immediately join a law office, setting the stage for a career built on hard work and community service. Since starting law school, Jenna has built a strong foundation of legal experience. She currently works full-time at Dana Looper Law. She balances this demanding schedule with night classes in Nashville, demonstrating remarkable discipline by starting her days at 4:30 AM to manage both work and study. Beyond her professional life, Jenna enjoys camping, hiking, and reading, finding that these activities help her stay grounded and focused while pursuing her JD. Jenna’s career goal is to return to her hometown as an advocate for children, focusing on guardian ad litem work and handling child sex crime cases. Known for her professionalism, integrity, and compassion, she is committed to using her skills and experience to make a meaningful difference in the lives of those who need it most. With her dedication to justice, her community, and her personal growth, Jenna embodies the qualities of a thoughtful, driven, and impactful attorney.

• Tennessee Technological University - BBA, Political Science and Government

• NACC Outstanding Law Student 2025

• NACC ( National Association of Counsel for Children)

Q

What do you attribute your success to?

I think the key to my success has been getting around the right people, because I think your company definitely has a lot to do with it. In undergrad, I used to surround myself with a lot of people who just didn't believe that women should have demanding careers. But I've learned that you are who you run with. It's important to get around people who have the same values as you, especially in the legal field. If you're around professional attorneys who believe the same as you and treat their clients with respect, that will rub off on you. Before you know it, you're practicing differently, you're talking to clients differently, even down to how you draft documents. I wanted to get around my current boss specifically because she has a domestic violence background and has worked with victims of domestic violence and sexual abuse, which is the field I want to go into. I also think passion plays a huge role. I didn't come from money, I didn't come from parents who had a lot of resources or a name that I could stand on, so I've had to make it for myself. It is all about making connections, putting yourself out there, and being willing to be told no and move forward anyways.

Q

What’s the best career advice you’ve ever received?

The best career advice I've gotten is to get around people who have the same values as you. Even being in a law practice, if you are around certain attorneys, that will rub off on you. I've seen it with some attorneys. You are who you run with, that's the whole thing. So I think it is important, if you do have the opportunity, to get around professional attorneys who believe the same as you. They don't have to eat the same breakfast as you, but do they respect their clients? I think it's important to get around people who you can say, hey, you know, I like the way you do this, can you show me this? And just follow in their footsteps. Don't get around people who you wouldn't want to spend a day in their shoes.

Q

What advice would you give to young women entering your industry?

If I could give one piece of advice, I'd probably just say keep going. There are a lot of days where, just being honest, I think, you know, hey, selling coffee sounds pretty good - I wouldn't have to get up at 4:30, I wouldn't have to read so many pages of case law, I wouldn't have to answer emails. But it's every day, just taking it one day at a time, and just saying, hey, I'm going to complete today, I'm going to keep going, I'm not going to give up, and then tomorrow I'm just going to do it all over again. A lot of women get discouraged if they don't see a promotion within six months, or if they don't get into law school with the first acceptance, or if they don't even pass the bar the first time. I see a lot of women give up. Right now, as I sit, I don't even plan out my week within a week's advance because I don't know what my week is going to look like. I do it 24 hours by 24 hours, and I just tell myself every day I'm going to get up and I'm going to do the best I can, and I'm not going to quit. I joke around all the time with my close friends, I'm like, I'm just going to drop out and become a barista. But I know that wouldn't fulfill me. So I have to wake up and keep doing what I'm doing, even though sometimes it can get boring, sometimes you're tired, sometimes you're stressed, or whatever it might be. Sometimes you're going to do it with dirty hair, but you still got to do it. So just keep going. Wake up every day and just keep doing it. Also, from my personal experience entering into the legal field, I think women get looked down on because it is a male-dominated field. People look at women and they think we're ditzy and they think we're not going to work hard enough. I think it's just important you put your head down and you just do what you know to do. I've been doing that my entire life. You just put your head down, you go to work, and then you let your work speak for itself.

Q

What are the biggest challenges or opportunities in your field right now?

From my personal experience entering into the legal field, I think women get looked down on because it is a male-dominated field. People look at women and they think we're ditzy and they think we're not going to work hard enough. But it's 2026, women deserve to be here too. We received the same degree, and we passed the bar the same way, we deserve to be here. So I think it's just not letting that get into your head, the stigma of hey, you don't deserve to be here, or in certain law places, hey, you don't deserve to be the top one. I think women sometimes let that get in their head and they're like, oh, this is all I'll ever be, this is the highest position I'll ever have. And I think it's just putting your head down and saying, hey, just because he's a man and this is a male-dominated field doesn't mean I can't go out and own my own law practice one day.

Q

What values are most important to you in your work and personal life?

Professionally, I think keeping your word is a big one. I was raised in a small town, I was raised in the South, and your word means everything. It's kind of like how a handshake used to mean everything. So I think if I tell a client I'm going to do something, then I'm sure going to try to keep my word. Of course, if it's illegal, I can't do it, but if I tell my boss I'm going to do something, then I better sure figure out a way to do it. I think if you can make a reputation for yourself that you do keep your word, I think that does carry you a long way in the legal system. So I think keeping your word and building a good reputation on that is very important in your professional life and definitely in the legal system, and trying to keep your word with your clients. In my personal life, the value that I hold most important is honesty. This may sound silly and simple, but honesty is huge for me. When I was young, from the ages of 7 to 11, I was raped by my grandfather on a regular basis, and he would always tell me, hey, if you ever come out and say anything, they're not going to believe you, you're so young. But when I finally came out and told, I remember the prosecutor Philip Hatch asked me on the stand, what's the most important thing that you could ever do? And I said, tell the truth. And that has been ingrained in me ever since I was little. So, honesty is everything to me.

Locations

Dana R Looper Attorney

Cookeville, TN 38506

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