What if entrepreneurship isn’t about hustle, hacks, or having all the answers?

In this episode of Kerfuffle Podcast, Sean welcomes Sid Mohasseb—entrepreneur, engineer, investor, philosopher, and founder of Anabasis Academy—for a deep, thought-provoking conversation on what it truly means to build businesses, create value, and thrive over a lifetime.

Sid shares his journey from immigrating to the United States at 16 to building and selling multiple companies, advising global enterprises, and leading one of the largest angel investment organizations in the country. Along the way, he explains why many business failures come not from lack of effort, but from poor timing, ego, and rigid thinking 

This episode dives into the mindset shifts entrepreneurs must make to navigate uncertainty, leadership, and change—especially in a world increasingly shaped by AI and automation.

🔑 What You’ll Learn in This Episode:

Why entrepreneurship is about exchanging value, not chasing money

The difference between having skills and being skillful in real life

Why “pivoting” often means you waited too long to listen

How ego and “founderitis” sabotage otherwise great ideas

Why timing matters more than perfection

How creativity applies to products, financing, leadership, and exits

Why learning never stops—and why unlearning is just as important

Sid also introduces the philosophy behind Anabasis Academy, a non-traditional learning environment focused on mindfulness, self-awareness, and real-world practice rather than rigid frameworks or certificates 

This episode is ideal for entrepreneurs, founders, investors, and leaders who are tired of generic advice and want a deeper, more honest understanding of business, leadership, and personal growth.

🎧 If you’re looking for clarity, perspective, and a smarter way to think about entrepreneurship, this conversation will challenge how you see business—and yourself.