Podcast
Podcast
Entrepreneurship looks glamorous from the outside — but the reality is far tougher. 💡
In this episode of A Founder’s Life, marketing entrepreneur and Double Zebra founder Aaron Wolpoff shares the hard truths about starting your own venture — and why he believes family and balance must come first.
Aaron Wolpoff is a marketing entrepreneur, fractional CMO, and creator known as The Fearless Fixer of Marketing. With a career spanning corporate, agency, and entrepreneurial ventures, Aaron has built a reputation for solving complex marketing challenges with bold, creative, and practical solutions.
He is the Founder of Double Zebra, a flexible consultancy-agency hybrid that scales from a one-man powerhouse to a full-service team, depending on client needs. Aaron thrives on building brands, crafting compelling outreach and storytelling strategies, and driving digital transformation for companies at every stage of growth.
Beyond client work, Aaron is the creator and host of the Top 20 Apple Podcast, “We Fixed It, You’re Welcome,” now in its second season on the Gamut Network. The show takes on real business challenges in real time, bringing together expert panels to deconstruct problems and deliver actionable solutions.
Aaron also serves as SoCal Lead for Fractionals United, where he connects and supports a growing community of fractional executives. Known for his ability to spot trends, inspire collaboration, and bring fearless creativity into every project, Aaron continues to blend entrepreneurship with marketing innovation.
Entrepreneurship looks glamorous from the outside — but the reality is far tougher. 💡
In this episode of A Founder’s Life, marketing entrepreneur and Double Zebra founder Aaron Wolpoff shares the hard truths about starting your own venture — and why he believes family and balance must come first.
• Early Career: Began in corporate marketing before answering the entrepreneurial call.
• Big Challenge: Leaving stability for the uncertainty of building his own business.
• Turning Point: Founding Double Zebra and embracing the harder path of entrepreneurship.
• Personal Growth: Using mindset shifts and brain hacks to stay balanced and grounded.
• Business Success: Building a flexible consultancy-agency hybrid with top industry talent.
• Future Vision: Helping entrepreneurs see the reality of the journey — harder, but meaningful.
Learn more about Double Zebra:
Connect with Aaron:
