The Heart of Entrepreneurship

Most founders build culture by copying it. Amazon's principles, Facebook's values, whatever sounds good on a wall. Then their team senses the inauthenticity, quietly ignores the values, and the founder wonders what went...

Most founders choose a co-founder off a spreadsheet. The skills check out, the background raises money, and the person feels "right on paper." Then they skip the titles, skip the decision rules, and default to harmony...

Can you explore spirituality and still build a scaling, successful company? In this episode, Dave Kashen and Jesse Pujji take on the fear that drive and awakening pull in opposite directions, and make the case that they...

Jesse Pujji's wife met a CTO candidate at a happy hour and came away with a weird feeling she couldn't put into words. The guy had interviewed perfectly and accepted the offer, then reneged by email on the morning he...

When people ask what they'd do if they only had a week to live, they're asking the wrong question. The question worth sitting with is: how would you show up? In this episode of Heart of Entrepreneurship, Dave Kashen and...

When founder and CEO Casey Kelly died suddenly in a car accident, Jesse Pujji was texting her the day before. She had no time to say goodbye. That kind of loss has a way of forcing the question that most of us spend our...

Three equal co-founders, no titles yet, all best friends from high school. Jesse Pujji met a founder living that exact setup today, and the conversation they had surfaces one of the clearest frameworks for building a...

The belief that money will make you feel safe, free, and worthy is one of the quietest forces shaping how founders make decisions. In this episode of Heart of Entrepreneurship, Dave Kashen and Jesse Pujji trace that...

In this episode, Dave Kashen and Jesse Pujji dig into why founders get paralyzed when facing major choices and why the real problem is never a lack of information. Dave explains that most leaders believe they're being...

Most founders walk out of a tough investor meeting and straight into the next one. That's exactly what keeps the emotional spiral going. In this episode, Dave Kashen and Jesse Pujji dig into why high-stakes founder...

What if accepting things as they are could make you more successful — not less? In this episode, Jesse Pujji and Dave Kashen explore one of the most misunderstood ideas in personal growth and entrepreneurship...

Do you secretly believe success has to come with suffering? In this episode, Jesse Pujji and Dave Kashen challenge one of the most deeply ingrained beliefs in entrepreneurship — that ambition, achievement, and peace...

Lonely at the Top: How Success Can Disconnect Founders From Themselves What if chasing success actually makes you feel less fulfilled? In this episode, Jesse and Dave unpack Brian Chesky’s viral reflection on the...

What if your biggest source of stress… is your own mind? In this episode of Heart of Entrepreneurship, Jesse and Dave unpack the concept of ego—not as arrogance, but as the mental identity we all unconsciously carry...

Anger as a Compass: How Founders Can Use Emotion to Set Clearer Boundaries and Make Better Decisions Most entrepreneurs are taught to suppress anger—or worse, use it as a weapon. But what if anger isn’t something to...