Big Talk About Small Business

Ep. 50 - Building Resilient Businesses and Stronger Relationships with Matt Woolley


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What if your career took you from banking to HVAC contracting to the music industry and then into the world of shopper marketing? Join us for an exciting episode of "Big Talk About Small Business" as we welcome Matt Woolley, the founder and CEO of DesignSteins. Matt shares the fascinating story behind his company's name, the hurdles they overcame in their early days, and their innovative approach to services like branding, packaging design, and dot-com content creation. Get a front-row seat to hear about the complexities of packaging for various retailers and the pitfalls businesses often encounter when outsourcing these essential services.

Matt's story is not just about DesignSteins; it's a testament to the resilience and adaptability needed to thrive in the ever-changing world of entrepreneurship. We explore Matt's diverse career path, from starting as a part-time bank teller to navigating the 2006-2008 recession, and how these experiences sculpted his business acumen. The conversation unfolds with Matt's reflections on the importance of building strong relationships with bankers, lessons from different industries, and the invaluable role of mentorship and strategic thinking in achieving success.

The episode doesn't shy away from the grittier aspects of starting a business in a small rural town in Arkansas. Listen as Matt recounts the early days of promoting local bands, transitioning to providing white-labeled services for larger agencies, and the significance of balancing eagerness with strategic decision-making. We touch on the realities of entrepreneurship, including personal sacrifices and the irreplaceable energy of in-person interactions. This episode is packed with wisdom and humor, offering a rich tapestry of stories and insights that will inspire anyone on their own entrepreneurial journey.

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