Trait That Transforms Your Business and Career
GaryVee Podcast with William H. Macy | May 7, 2025
In a world where attention is the most valuable currency, curiosity stands out as one of the most underrated human traits. Whether you’re an entrepreneur, a creative professional, or someone looking to make a career pivot, embracing curiosity can open doors to new opportunities, ideas, and experiences. In this blog post, we’ll explore how curiosity can transform your business and career, drawing insights from a conversation with William H. Macy, the legendary actor and entrepreneur, and his journey with Woody Creek Distillers.

The Oyster Thesis: Why Curiosity Matters
Have you ever met someone who says they don’t like oysters but has never tried one? This phenomenon, which we’ll call the “Oyster Thesis,” highlights how people often limit themselves by avoiding new experiences.
Key Takeaway: Many people dismiss opportunities without ever giving them a chance. Curiosity is the antidote to this self-imposed limitation.
William H. Macy, known for his iconic roles in film and television, is also a passionate entrepreneur. He co-founded Woody Creek Distillers, a craft distillery specializing in premium spirits like rye whiskey and gin. His journey into the spirits industry began with curiosity—exploring the history of potato farming in his local area and discovering the potential for crafting high-quality vodka.
Practical Tip: If you’ve been hesitant to try something new—whether it’s a new career path, a hobby, or even a new type of food—take the leap. You might discover a passion you never knew you had.
The Renaissance Mindset: Embracing Multi-Dimensionality
In today’s fast-paced, digitally-driven world, the idea of being a “Renaissance person”—someone skilled in multiple areas—is more relevant than ever. William H. Macy is a prime example of this. Not only is he an accomplished actor, but he’s also a successful entrepreneur, proving that you don’t have to limit yourself to one identity.
Key Takeaway: The digital age has made it easier than ever to explore multiple interests and careers. Don’t be afraid to wear many hats.
Macy’s foray into the spirits industry wasn’t just a side hustle; it was a passion project rooted in curiosity and a desire to create something meaningful. His distillery, Woody Creek Distillers, focuses on crafting small-batch, high-quality spirits using locally sourced ingredients.
Practical Example: If you’ve always wanted to explore a new field, start small. Take a class, attend a workshop, or simply dive into research. You never know where it might lead.
The Craft of Curiosity: Lessons from Woody Creek Distillers
Woody Creek Distillers is a testament to the power of curiosity and craftsmanship. The distillery began with a simple idea: to create an American version of Chopin vodka, a premium potato vodka. But the journey wasn’t straightforward. It involved experimenting with different potato varieties, learning the intricacies of distillation, and even growing their own crops.
Key Takeaway: Curiosity drives innovation. By asking questions and exploring new possibilities, you can create something truly unique.
One of the most fascinating aspects of Woody Creek Distillers is their commitment to quality. They use fresh potatoes straight from the ground, and their distillation process is rooted in tradition yet enhanced by modern science.
Practical Tip: Whether you’re running a business or building a career, focus on the fundamentals. Master your craft, and don’t be afraid to innovate.
The Social Media Paradox: Opportunity vs. Overload
In today’s digital landscape, social media has become a double-edged sword. On one hand, it offers unprecedented opportunities for exposure and growth. On the other hand, it can be overwhelming, with countless voices competing for attention.
Key Takeaway: Social media is a powerful tool, but it’s not a substitute for quality. Focus on creating meaningful content and building genuine connections.
William H. Macy acknowledges the importance of social media in promoting Woody Creek Distillers, but he also emphasizes the value of craftsmanship. The distillery’s success isn’t just about marketing; it’s about creating a product that speaks for itself.
Practical Example: If you’re using social media to grow your brand, focus on authenticity. Share your story, engage with your audience, and let your passion shine through.
The Importance of Exploration: Breaking Out of Your Comfort Zone
One of the recurring themes in the conversation with William H. Macy is the importance of exploration. Whether it’s trying a new type of whiskey, experimenting with a new business idea, or pursuing a creative passion, exploration is key to personal and professional growth.
Key Takeaway: Don’t get stuck in a rut. Continuously seek out new experiences and challenges to keep your mind sharp and your creativity flowing.
Macy’s journey with Woody Creek Distillers is a perfect example of this. He didn’t just stick to what he knew; he ventured into uncharted territory, learning about distillation, agriculture, and entrepreneurship along the way.
Practical Tip: Make exploration a habit. Set aside time each week to try something new, whether it’s a new hobby, a new book, or a new type of cuisine.
The Role of Curiosity in Business: Lessons from the Spirits Industry
The spirits industry is a fascinating case study in the power of curiosity. From the resurgence of brown goods (whiskey, bourbon, and rye) to the growing popularity of craft distilleries, the industry has undergone a remarkable transformation in recent years.
Key Takeaway: Curiosity drives trends. By staying curious and open to new ideas, you can stay ahead of the curve in your industry.
Woody Creek Distillers has embraced this spirit of curiosity, experimenting with different ingredients, techniques, and flavors to create unique spirits. Their rye whiskey, for example, is made from 80% rye and 20% malt, resulting in a complex, flavorful profile that has won numerous awards.
Practical Example: If you’re in a competitive industry, look for ways to differentiate yourself. Experiment with new ideas, and don’t be afraid to take risks.
The Future of Curiosity: Embracing Change in a Rapidly Evolving World
As we look to the future, curiosity will become even more important. With advancements in technology, changes in consumer behavior, and the rise of new industries, the ability to adapt and explore will be crucial for success.
Key Takeaway: The future belongs to the curious. Embrace change, stay open to new ideas, and never stop learning.
William H. Macy’s journey with Woody Creek Distillers is a powerful reminder of the importance of curiosity in navigating change. By staying curious and open to new possibilities, he has built a successful business while continuing to excel in his acting career.
Practical Tip: Make curiosity a core part of your personal and professional life. Seek out new experiences, ask questions, and never stop exploring.
Conclusion: The Transformative Power of Curiosity
Curiosity is more than just a trait; it’s a mindset. It’s about being open to new experiences, asking questions, and embracing the unknown. Whether you’re an entrepreneur, a creative professional, or someone looking to make a career pivot, curiosity can be your greatest asset.
Key Takeaway: Curiosity is the key to unlocking new opportunities, driving innovation, and achieving success in a rapidly changing world.
So, what are you waiting for? Take a page out of William H. Macy’s book and embrace curiosity. Try something new, explore new horizons, and see where it takes you.
Call to Action: If you’re feeling stuck or unsure about your next steps, take a moment to reflect on what excites you. What’s something you’ve always wanted to try but haven’t yet? Share your thoughts in the comments below, and let’s start a conversation about the power of curiosity!