Ryan Beesmerfamily-business-succession-planning

Associate

Succession Advisor

ryan@rawlsgroup.com

407.578.4455

Orlando, FL

Articles by Ryan

Ryan Beesmer joined The Rawls Group in 2024 as an Associate Succession Planner, bringing his extensive experience to help clients sustain and grow their family-owned businesses through the next generation. With a deep understanding of the challenges faced by closely held businesses, Ryan is uniquely positioned to guide business owners in developing and facilitating effective growth and succession strategies.

Prior to joining The Rawls Group, Ryan led teams of financial professionals and cultivated a sustained culture of performance and integrity at an industry-leading broker-dealer. His leadership skills and dedication to excellence have consistently resulted in high-performing teams that deliver exceptional client outcomes. Additionally, Ryan played a pivotal role in launching a start-up manufacturing company, providing him with hands-on experience in navigating the complexities of new business ventures.

Ryan’s background in finance, which he earned from the University of Texas at Arlington, combined with his practical experience in both established financial institutions and start-up environments, equips him with a comprehensive perspective on business growth and sustainability. His ability to analyze and address the unique needs of family-owned businesses makes him an invaluable asset to The Rawls Group and its clients.

Born and raised in New England, Ryan brings a strong work ethic and a passion for building lasting relationships. He is an avid football fan and enjoys spending his free time on the basketball court, on the golf course, or with his wife, Brianna, and their dog, Joey.

All Articles

The Hidden Leadership Structure Crisis in Dealerships

The stores are performing. The culture seems decent. But if you look under the surface, does it feel heavier than it used to? There’s a quiet leadership structure crisis bubbling beneath many dealerships—and no one’s talking about it. Quick Summary: Hidden Leadership Structure Crisis in Dealerships Many dealer groups look great on the surface—strong performance, loyal managers, decent culture. But under the hood? A quiet leadership crisis is building. Decisions stall, key people carry too much, and leadership structure can’t keep up with growth. This video unpacks the root of the problem—and [...]

Disney’s Succession Fail: A Family Business Lesson

Did you know that Disney lost over $200 billion in market value during its last failed leadership transition? Most headlines fixated on the dramatic return of Bob Iger as CEO, overlooking a deeper issue. What happens when a leadership handoff lacks alignment, trust, and preparation? The consequences go far beyond public perception — they erode value, destabilize culture, and create lasting uncertainty. A strong succession planning process isn’t just about the future; it protects your legacy and business value. Disney’s recent challenges show what can go wrong without a strong plan. [...]

Top Strategies for Leading a Family Business Through Uncertainty

Change is inevitable—but how you respond and lead your family business through uncertainty can define the future of your family business. In an environment where personal relationships and professional responsibilities collide, navigating transitions can feel overwhelming. As Ryan Beesmer, a Succession Advisor with The Rawls Group, explains, the difference between surviving and thriving during times of uncertainty comes down to one thing: effective change management. Whether you're facing leadership turnover, generational shifts, or market disruptions, the right approach can transform chaos into clarity—and opportunity. Embracing the Inevitability of Change One of the first steps in leading a family business [...]

Struggling to Grow Your Business? Lack of Accountability Might Be Why

Accountability in business is a key component that fuels growth, leadership, and culture, especially in family or privately-held businesses. Without it, businesses can struggle to achieve their full potential. Keep on reading to see how accountability can be effectively implemented in business environments, ensuring success without damaging relationships. Photo by Chris Montgomery on Unsplash Table of Contents Understanding Accountability in Business Setting Clear Expectations The Role of Feedback Building Strong Relationships Accountability Without Micromanagement Handling Feedback Gracefully Building a Culture of Accountability FAQs on Accountability in Business How We Help Understanding Accountability in Business Accountability is often misunderstood as [...]

Is Your Team Holding You Back? 3 Tips to Enhance Teamwork

Have you ever had the sense that your team's simply a collection of people working in the office rather than a tightly knit group? If you find yourself agreeing with this sentiment, you're not alone in feeling that way! While teamwork may appear straightforward on the surface level‚ it's important to acknowledge that it isn't a skill for individuals. So how can you as a team leader bring about a shift and boost team performance in your business? Keep on reading to find out. Photo by Windows on Unsplash Table of Contents The Importance of Team Leadership Creating a [...]

Why Most Workplace Problems Have the Same Root Cause (and How to Fix It)

 Most people think great communicators are great talkers—but the truth is, they’re great listeners. Active listening isn’t just a nice-to-have skill; it’s the difference between building meaningful connections and missing out on opportunities. It’s not about nodding along or waiting for your turn to speak—it’s about truly understanding, engaging, and creating space for collaboration that drives results. Here’s why active listening matters more than you think, and how you can start honing this skill today.Table of ContentsUnderstanding Active ListeningWhy Active Listening MattersSigns You Might Need to Improve Your Active Listening SkillsHow to Improve Your Active Listening SkillsCommon Challenges in Active [...]

What is Changing In the Areas of Estate Tax?

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Planning Opportunities To Take Advantage of Now

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Leadership in Uncertain Times

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