Jillian Wilson & Robbie Wilson Recognized as “Dynamic Duo” in AMP Magazine

The Wilson Law Group

Jillian Wilson and Robbie Wilson were recognized as a “Dynamic Duo” in Arkansas Money & Politics. To view the highlights of the feature, click here to visit AMP’s website.

Siblings Robbie and Jillian Wilson were both inspired to join the legal profession by their parents, Jennifer Wilson-Harvey and Robert M. Wilson Jr. Now, as co-managing partners at The Wilson Law Group, Robbie primarily oversees affiliated title and closing company Attorney’s Title Group, while Jillian oversees the law firm arm of the business, Wilson & Associates. The pair also played pivotal roles in the creation of Foundation Legal Group, a firm providing mortgage default legal services in five states with hopes of more to come.

Read on for the full interview of our favorite duo, co-managing partners Robbie Wilson and Jillian Wilson.

1. How (and when) did you two meet/start working together? When Jillian was born… honestly, probably even before. Collaboration was fuzzy in the days of Nintendo when Robbie would unplug Jillian’s controller in two-player games. It took a few years for Jillian to realize she was being actively sabotaged. But lessons were learned: for Jillian, trust but verify. For Robbie, be ready to pivot and find a new way to win. Fast forward a few decades and we couldn’t be a better team – and Jillian is still awful at Mario Kart.
2. How did you get into your respective careers?  Watching our parents! We wouldn’t be where we are without either of our parents, Jennifer Wilson-Harvey and Robby Wilson. They built, maintained, and by sheer force of will, created businesses that have survived the test of time. If we continue their legacy with half as much passion and determination, we’ll consider that a successful career.
3. Tell us more about the work you do: There are multiple businesses under The Wilson Law Group umbrella, and we both play a part in all of them; however, Robbie primarily oversees Attorney’s Title Group, our title and closing company, and Jillian primarily oversees Wilson & Associates, our law firm that provides a variety of services, including estate planning, business planning, adoption/guardianships, and real estate legal services. Jillian and Robbie also played pivotal roles in the creation of Foundation Legal Group, LLP, a five-state law firm that practices mortgage default legal services– and hopefully more states to come soon. At the core, we’re focused on building scalable businesses that serve clients well and continue to grow beyond us.
4. How do your working styles complement each other?  Let’s just say (and with all the love in the world) … we are not the same. One loves meetings and tiny details, and the other is allergic. One could talk to a stranger for days, and the other would be looking for an exit strategy. But that difference is exactly what works. We balance each other out in a way that makes the businesses stronger. Together, we cover more ground and occasionally keep each other in check. At the end of the day, it works because we trust each other completely.
5. What lessons have you learned from working alongside one another? That being “right” matters a lot less than getting it right and doing the right thing. We’ve learned how to disagree without taking it personally, how to divide responsibilities based on strengths instead of ego, and how to move quickly without always needing consensus on every small decision. We’ve also learned that clear communication solves most problems, and assuming the best intentions goes a long way. Especially when you’ve known each other your entire lives. And maybe most importantly: if something feels hard, it’s usually because it matters.
6. In what ways are you involved in your community outside of work? Our family has spent numerous years supporting Our House by providing holiday assistance to families experiencing housing or financial insecurity. Jillian is a passionate member of the Junior League of Little Rock where efforts are currently focused on development for the different community projects organized by the League. Jillian is also heavily involved in Aces for Edi, an annual tennis tournament benefiting the Edianne Cheek Foundation, held in honor of her niece, Edianne Cheek. Jillian also loves to play tennis, loves her book club even if she sometimes forgets to read the book and can’t attend meetings, and is learning how to play mahjong! Robbie is an avid member of The Hat Club of Little Rock; whose efforts support multiple organizations through fundraising activities.  He is also on the board for Habitat for Humanity. Both Robbie and Jillian are involved in the legal community, both locally and nationally. They travel across the country to represent their industry and firm through multiple trade organizations and firm marketing events.
7. What is the secret to collaboration and compromise, in business or everyday life? Find someone you truly respect and love (okay – you don’t have to love them – but you just can’t hate them; and the respect is a must) to partner with. You don’t have to agree on everything, but you do have to trust that the other person is working toward the same goal. That makes compromise feel less like losing and more like building something better. Some of our best ideas have come from pushing back on each other. And even when one of us “loses” the argument, the outcome is usually stronger because it’s been defended, vetted and discussed.
8. Do you think it’s important to keep your business and personal relationships separate? Why or why not? This question makes us laugh. We clearly don’t believe it’s necessary—our parents built the businesses we now run, and we’re siblings. There’s not much separation to begin with. That said, boundaries still matter. You have to be able to compartmentalize, communicate clearly, and keep things professional when it counts. For example: maybe don’t respond to your business partner the same way you did when they used your hairbrush without your permission when you were growing up. (Or at least don’t do it in front of employees.) Although, on work trips, Jillian still occasionally forgets her hairbrush—so some things never change.
9. What’s the best thing about working as part of a team instead of alone? Building something together that’s bigger than either of us could do alone. There’s a level of trust and red-tape-elimination that comes from knowing how the other person thinks. Decisions get made faster, ideas get stronger, and there’s always someone else carrying the weight when things get heavy. It also makes the wins sweeter, because you share them with your built-in best friend. Growing our family’s businesses together, and knowing we’re continuing something that started before us, is easily the most meaningful part.
10. Open mic: Is there anything else readers should know about you two as a “Dynamic Duo”? We don’t take ourselves too seriously, but we take what we’re building very seriously. We’re competitive, we push each other, and we don’t always agree. But at the end of the day, we’re aligned on where we’re going and why it matters. We’re proud of where we come from, excited about where we’re headed, and very aware that we get to do something special: build, grow, and lead together. Also, for the record: Jillian’s controller is definitely plugged in now. Probably.