Angie Lawless

Creating Connections and Scaling With Purpose – Angie Lawless

Angie Lawless is the Owner and Attorney at Wagon Wheel Title & Escrow, a real estate title service and escrow company. She is also the Owner of Lockeland Insurance Advisors, a full-service insurance agency. Previously, Angie was an Attorney at Bass, Berry & Sims, where she co-founded a real estate investment company. She is also the author of Climbing the Charts and hosts the Climbing the Charts podcast.

Here's a Glimpse of What You'll Learn

[2:42] Angie Lawless reflects on her early days as a COO and how she transitioned into a visionary leadership role
[6:08] How Angie leverages her EO forum to develop her personal and professional life
[9:40] Angie talks about rediscovering purpose after years of motherhood and building a business
[13:12] Why Angie launched a podcast to connect with Nashville’s broader community beyond real estate
[17:36] A defining career moment when Angie left a prestigious law job to pursue entrepreneurship
[21:05] Angie’s decision-making process and leadership approach
[25:14] How to become involved in EO retreats, programs, and committees

In This Episode

Are you feeling stuck in the weeds of your business while craving something more? Many entrepreneurs find themselves shackled to day-to-day operations, losing sight of their original passion and purpose. How can business leaders break free from the grind to rediscover meaning and create lasting impact?

While building her business, real estate entrepreneur and attorney Angie Lawless was tethered to her desk and overwhelmed by stress. By joining EO Nashville and engaging in personal introspection, Angie transitioned into a visionary role, focusing on big-picture strategy, community engagement, and building meaningful relationships. She recommends celebrating personal wins, leaning into your intuition, and stepping out of your comfort zone to rediscover your purpose and redefine success on your terms.

In this week’s episode of The Decision, Robert Hartline and Eric Jackson interview Angie Lawless, Owner and Attorney at Wagon Wheel Title & Escrow, about finding freedom and fulfillment as a visionary entrepreneur. Angie shares how she navigated burnout, scaled her leadership, and cultivated community involvement.

Quotable Moments:

“I think before EO, I was chained to my desk… that looks very different from now.”
“Life is on the other side of fear — just step out.”
“If they don’t push back, I consider that like the thumbs-up because they know I’m gonna go.”
“We rarely stop to celebrate our wins, to praise ourselves, to pat ourselves on the back.”
“Money has just never been a factor for me.”

Action Steps:

Embrace your visionary role and delegate details: Stepping into a big-picture mindset allows you to drive innovation while empowering others to manage operations. Delegation frees up your energy for long-term strategy and purpose-driven leadership.
Engage with your local community beyond business goals: Building relationships outside of your immediate industry can lead to unexpected opportunities and authentic brand growth. It also grounds your business in shared values and trust.
Join a peer support network like EO: Connecting with fellow entrepreneurs offers a safe space for vulnerability, advice, and personal growth. These networks provide perspectives that can guide your biggest decisions and transformations.
Lead with intuition, not just data: Tuning into your gut instincts helps navigate complex decisions when logic alone falls short. It fosters authenticity and stronger emotional intelligence in leadership.
Create space to reflect on wins and growth: Celebrating progress boosts morale and helps you recognize how far you’ve come. It’s a key part of maintaining motivation and avoiding burnout.