Ryan Rearden is a dynamic business leader, entrepreneur, and hospitality innovator based in Atlanta, GA. A former University of Georgia football walk-on, he quickly transitioned from the world of athletics to the fast-paced nightlife, hospitality, and consulting industries. His career has spanned high-level executive roles in major companies such as MGM Resorts International and Drai’s Enterprises, and he has co-founded and led multiple ventures, including Dinner With a View, Fliiks, Inc., and Two Roads Consulting. Recognized for his ability to merge business strategy with consumer experiences, Ryan has received numerous accolades, including “Nightlife’s Quarterback” and “Most Valuable Industry Player” by Vegas Seven Magazine.
Beyond business, Ryan is an avid outdoorsman, philanthropist, and strategist, committed to fostering innovation while giving back to his community. He supports numerous charitable organizations and believes in leveraging business success to drive meaningful social change.
What is your typical day, and how do you make it productive?
My day starts early. I wake up around 5:30 AM, and before I touch my phone or email, I take 30 minutes to plan my priorities. I categorize them into urgent, important, and long-term impact—a practice I swear by. Mornings are for strategy and execution; I tackle critical decisions before noon. Afternoons are filled with meetings, mentorship, and brainstorming, while evenings are reserved for exercise, reading, and time with family or close friends. Productivity isn’t about doing more; it’s about doing the right things at the right time.
How do you bring ideas to life?
I look for gaps in the market that align with my passions. Once I find an opportunity, I develop a concept and test it with people I trust—mentors, industry insiders, and customers. I prioritize action over overthinking. Too many people hesitate because they want perfection. I get a beta version out, test it in real time, and iterate fast. Execution separates dreamers from entrepreneurs.
What’s one trend that excites you?
The integration of AI in customer experiences. AI isn’t just about automation—it’s about personalization. Businesses that leverage AI to enhance customer engagement, optimize decision-making, and streamline operations will dominate their industries. It’s an exciting time to build companies that merge technology with human connection.
What is one habit that helps you be productive?
I write everything down. My mind runs a mile a minute, and if I don’t get my ideas onto paper, I lose them. I use handwritten notes for brainstorming and digital tools for tracking progress. This habit keeps me organized and prevents mental clutter from slowing me down.
What advice would you give your younger self?
Don’t let the noise distract you. If you believe in the idea, and the data supports it, move quickly. Find those that you can trust who also believe in the vision, and get to work asap. The opinions of those who don’t see the vision shouldn’t matter.
Tell us something you believe almost nobody agrees with you on?
Hard work alone won’t make you successful. The idea that “if you just work harder, you’ll succeed” is flawed. It’s about smart work, strategic positioning, and networking. I’ve met people who work 100-hour weeks and never get ahead because they lack the right connections or fail to adapt. You need leverage—not just effort. This was a very tough lesson for me to learn, because up until I launched my first company, hard work always got me ahead in sports, climbing the corporate ladder, and life. This doesn’t apply to entrepreneurs.
What is the one thing you repeatedly do and recommend everyone else do?
Read outside of your industry. If you only consume content within your own field, you’ll think like everyone else. I study psychology, military strategy, AI, finance—anything that expands my mindset. The best ideas often come from unexpected places.
When you feel overwhelmed or unfocused, what do you do?
I take action on one small thing immediately. That overwhelming feeling usually comes from having too many things competing for your attention. Instead of trying to solve everything at once, I knock out a quick win—it builds momentum and clears my mind. If that doesn’t work, I go outside. Fresh air and movement reset my brain.
What is one strategy that has helped you grow your business or advance in your career?
Building the right alliances. I don’t believe in doing everything alone. Early in my career, I tried to outwork everyone, but real success came when I started partnering with people who had strengths I didn’t. The right relationships will take you further than talent alone ever will.
What is one failure in your career, how did you overcome it, and what lessons did you take away from it?
One of my biggest failures was getting involved with a business where the financials were misrepresented. It led to lawsuits, operational nightmares, and reputational risks. I overcame it by being transparent, taking legal action where necessary, and pivoting to stronger opportunities. The lesson? Never trust numbers without doing your own deep due diligence. And if something feels off, walk away—fast.
What is one business idea you’re willing to give away to our readers?
A high-end hospitality concierge service that specializes in curated, AI-powered experiences. Imagine an app that combines machine learning with personalized recommendations based on user behavior, preferred locations, and past bookings—seamlessly integrating luxury travel, nightlife, and dining. The high-end market is underserved when it comes to smart, intuitive concierge services. Someone needs to build it.
What is one piece of software that helps you be productive? How do you use it?
Notion. It allows me to centralize my thoughts, track projects, and integrate knowledge from multiple sources. I use it for brainstorming, goal tracking, and organizing my teams. It’s my second brain.
Do you have a favorite book or podcast you’ve gotten a ton of value from and why?
“The Art of War” by Sun Tzu. Not just for military strategy—this book is a masterclass in business, negotiation, and leadership. It teaches you how to think several moves ahead and anticipate challenges before they arise.
What’s a movie or series you recently enjoyed and why?
“Billions.” It’s not just about finance—it’s about power, strategy, and the psychology of influence. Watching how different characters navigate deals, rivalries, and high-stakes negotiations is a masterclass in business and leadership.
Key learnings
- Execution beats perfection – Successful entrepreneurs move fast, test ideas, and iterate. Overthinking kills progress.
- Success isn’t just about hard work—it’s about leverage – The right partnerships, strategic positioning, and smart decisions matter more than raw effort.
- Always verify before you trust – Due diligence is critical in business. If something seems too good to be true, it probably is.