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How Founders Trick Themselves Into Never Having Enough Time

Episode 29


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 …

9 hours ago

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Why Imagining Your Startup's Death Sets You Free

Episode 28


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 ki…

21 hours ago

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How to Build Trust Among Co-Founders in Startups

Episode 27

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 conversat…

2 months, 1 week ago

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Is Money the Secret to Entrepreneurial Fulfillment?

Episode 26

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…

2 months, 2 weeks ago

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How Founders Can Leverage Emotional Decisions

Episode 25

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 o…

2 months, 2 weeks ago

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Effective Fundraising Tips to Overcome Investor Rejection

Episode 24

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 episo…

2 months, 3 weeks ago

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Why Acceptance Might Be the Fastest Way to Scale

Episode 23

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 m…

6 months, 3 weeks ago

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The Psychology of Motivation No One Taught You

Episode 22

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 be…

7 months, 1 week ago

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Lonely at the Top: Why Success Can Still Feel Empty

Episode 21

Lonely at the Top: How Success Can Disconnect Founders From Themselves

What if chasing success actually makes you feel less fulfilled? In this episode…

7 months, 3 weeks ago

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What Happens When You Move Beyond the Ego

Episode 20

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…

8 months, 1 week ago

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