The Skinny Confidential Him & Her Show Evolving Like a CEO: Jason Feifer on Leadership, Growth, Boundaries For Success, & Building a Life That Scales
8 snips
Oct 9, 2025 
In this engaging conversation, Jason Feifer, Editor in Chief of Entrepreneur magazine and startup advisor, emphasizes adaptability as the key to entrepreneurial success. He discusses the importance of setting boundaries and respecting time in both business and personal relationships. Jason critiques hustle culture, advocating for intentional prioritization instead. He shares insights on understanding customer needs and constructing solutions collaboratively. With rapid-fire insights and a focus on long-term perspective, Jason paints a comprehensive picture of modern entrepreneurship.
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Adaptability Is The Core Differentiator
- Adaptability separates top entrepreneurs because they pivot toward new opportunities instead of clinging to loss.
- Successful founders ask what people need next and move there faster than competitors.
Why One Founder Was Calm During COVID
- Jason recounts Megan, a live-events founder who saw COVID as a chance to explore other ideas when events paused.
- She feared not finding the next opportunity rather than losing what she had, which made her proactive.
Think Vertically Not Horizontally
- Entrepreneurs think vertically: every action becomes a foundation for the next move.
- Vertical thinking forces intentional choices and filters opportunities effectively.
