Best Bootstrapped Giants Podcasts (2025)

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No VC, No Limits! How Bootstrapping Built Manoj Pranik’s Global Cloud Giant Atlantic.Net? 1:15:40

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16d ago1:15:40

1:15:40

Dorm Room Dreams to Cloud Empire From a dorm room startup to building a global cloud infrastructure powerhouse without venture capital. Manoj Pranik, Founder & CEO of Atlantic.Net, shares his story of resilience, innovation, and vision. 🙏 Special Thanks A big thank you to PayPal Stadium, San Jose Earthquakes Press Room, and the entire San Jose Eart…

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When You Don’t Know What’s Next – You’re Expanding and Growing 50:27

21h ago50:27

50:27

Ever feel stuck as a founder—uncertain about your next move, paralyzed by fear, or second-guessing what you really want? In this episode, Jesse Pujji and Dave Kashen unpack the hidden dynamics behind “stuckness” and how founders can transform it into growth. From reframing “I don’t know” as liberation, to uncovering fear, anger, and desire as power…

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Crucible Moments Season 3: Coming October 23 2:55

1d ago2:55

2:55

Previously on Crucible Moments, we explored the inflection points that shaped some of the most significant names in technology. Now, we're returning for a brand new season. Join us as leaders from Stripe, Zipline, Palo Alto Networks, Klarna, Supercell and more share what it's actually like to navigate the make-or-break decisions, early stumbles and…

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Why Even Billionaires Still Don’t Feel Safe 47:26

6d ago47:26

47:26

Can you build a wildly successful company without sacrificing heart? In this episode, Jesse Pujji and Dave Kashen dive deep into the Sedona Method—a powerful practice for letting go of the endless chase for security, control, and approval. They share personal stories about money, identity, and ambition, and explore how founders can build businesses…

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Hey. What is this? 2:04

10d ago2:04

2:04

By Andrew Warner

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The Untold Truth About Agency Growth: Why Small Teams Beat Giant Competitors 34:02

15d ago34:02

34:02

From Oracle Sales to Digital Product Pioneer: Building a Sustainable Tech Agency in the Mobile Era.In this episode of How I Grew This, host Adam speaks with Robert Armstrong, Co-Founder and CEO of Appstem, about his 15-year journey building a successful digital product agency from the early days of mobile apps to today's AI-driven landscape, alongs…

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Beyond Success: Gagan Biyani’s Inner Journey Building Udemy, Sprig, and Maven 1:15:38

21d ago1:15:38

1:15:38

What does it take to build, lose, and rebuild as an entrepreneur—while staying true to yourself? In this conversation, host Dave Kashen sits down with Gagan Biyani (co-founder of Udemy, Sprig, and Maven) to explore the emotional and practical realities of entrepreneurship: co-founder dynamics, letting go of team members, navigating failure, and mov…

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How to Change Without Willpower, Guilt, or Discipline 56:08

28d ago56:08

56:08

Ever find yourself stuck in a cycle of self-discipline, shame, and yo-yo habits? In this episode of Heart of Entrepreneurship, Jesse and Dave dive deep into the psychology behind personal growth—and why punishing yourself into change doesn’t actually work. From fitness routines to leadership patterns, they explore how to unlock lasting behavior cha…

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Discover the Power of Podcasting 54:55

29d ago54:55

54:55

Tune to here personal journey of host, from her early days in radio to building a thriving podcasting platform. Pranali dives into the passion, challenges, and lessons learned along the way, highlighting the key benefits of podcasting and how it can ignite your own creative journey. Whether you’re an entrepreneur, startup founder, business owner, o…

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The Parts You Reject Are Blocking Your Potential 48:18

1M ago48:18

48:18

Why You Resist Feeling Bad (And How It Holds You Back as a Founder) ✅ Are you bootstrapping? You need this: https://bootstrappedgiants.com/subscribe ✅ Master the Inner Game of Entrepreneurship here: https://www.davekashen.com/newsletter-sign-up 00:00 – Intro + today's topic: “shadows” and the parts we deny 01:30 – Jesse’s shadow: the victim 03:00 –…

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The Hidden Blueprint - Customers Who Sell Your Product 53:38

1M ago53:38

53:38

How to Turn Your First Customers into Superfans? Your first customers aren’t just transactions—they’re the foundation of your startup’s growth. In this episode of Bootstrap Banter, uncover strategies most founders overlook when turning early adopters into loyal design partners and superfans. What you’ll learn: Transform your first customers into co…

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Turning Insights Into Impact: The Art of Strategic Creativity 33:42

1M ago33:42

33:42

In this episode of How I Grew This, hosts Amanda and Adam sit down with Jason White, Head of Acquisition at Policygenius, to explore the evolving landscape of digital marketing and SEO. Jason shares invaluable insights from his journey from a local bike shop to leading acquisition strategies, discussing why traditional marketing principles still ma…

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How Enjoyment (Not Hustle) Drives Real Growth 47:51

1M ago47:51

47:51

7 Inner Shifts That Make You a Better Leader (Without Forcing It) ✅ Are you bootstrapping? You need this: https://bootstrappedgiants.com/subscribe ✅ Master the Inner Game of Entrepreneurship here: https://www.davekashen.com/newsletter-sign-up 00:00 – Intro: Dave’s coaching lineage + the Groundbreakers retreat 01:30 – Why even high-performing founde…

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The Personas Playing You: How Founders Get Trapped in Drama & Identity 55:21

2M ago55:21

55:21

The Personas Playing You: How Founders Get Trapped in Drama & Identity ✅ ARE YOU BOOTSTRAPPING? YOU NEED THIS: https://bootstrappedgiants.com/subscribe ✅ Master the Inner Game of Entrepreneurship here: https://www.davekashen.com/newsletter-sign-up Show Notes: 00:00 – Intro + why entrepreneurship doesn’t have to be painful 01:30 – What is a persona?…

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Why Unfelt Feelings Become a Prison for Founders 50:28

2M ago50:28

50:28

What Are You Resisting? How Founders Block Growth by Avoiding Emotion ✅ ARE YOU BOOTSTRAPPING? YOU NEED THIS: https://bootstrappedgiants.com/subscribe ✅ Master the Inner Game of Entrepreneurship here: https://www.davekashen.com/newsletter-sign-up Show Notes: 00:00 – Intro + recap: resisting emotions, what it means for founders 02:00 – Why emotions …

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The Answers Are Hiding in Your Repressed Emotions 48:13

2M ago48:13

48:13

Emotions Are Not the Enemy: Unlocking Leadership, Clarity & Decision-Making Through Feeling ✅ ARE YOU BOOTSTRAPPING? YOU NEED THIS: https://bootstrappedgiants.com/subscribe ✅ Master the Inner Game of Entrepreneurship here: https://www.davekashen.com/newsletter-sign-up Most entrepreneurs think their emotions get in the way. But what if they’re actua…

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5 Growth Hacks to win your first five customers (No Budget Startup Guide) 54:48

3M ago54:48

54:48

What if I told you 5 game-changing startups never paid for their first customers… and still won? No ads. No funding. No big team. Just one thing they all had in common! Today on Bootstrap Banter, I’m digging into a set of patterns most founders overlook in their early days. And once you see it… you can’t unsee it. This isn’t theory. It’s a decoded …

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Subscription App Growth: Insights from the Frontlines 34:37

3M ago34:37

34:37

Join Adam and Amanda as they sit down with Shumel Lais, a mobile growth expert with over a decade of experience, to explore the essential strategies for launching and scaling subscription apps. From setting up proper analytics and understanding payback periods to navigating iOS challenges and leveraging AI, this episode delivers practical insights …

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Creative Tension: The Secret to Creating Big Results Without the Grind 51:47

3M ago51:47

51:47

Why do some goals drain you while others inspire action? In this powerful conversation, Jesse Pujji and executive coach Dave Kashen unpack a core concept at the heart of entrepreneurship: the Desired Future State (DFS). They explore how clean motivation, grounded in acceptance and vision—not fear or lack—can transform the way you lead, strategize, …

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Motorboat Leadership vs. Sailboat Leadership 41:18

3M ago41:18

41:18

[00:00:00] Intro – Jesse hints at a personal and professional transition [00:00:27] Jesse’s life update – spiritual journey and post-Japan reflection [00:01:30] The Motorboat vs Sailboat leadership metaphor explained [00:02:51] Internal conflict: fear of letting go and team dependency [00:04:03] Overwhelm from managing multiple businesses – “a comp…

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What really builds a robust business? 54:48

3M ago54:48

54:48

Are you building for likes or for longevity? In this Bootstrap Banter episode, we dive into the game-changing difference between chasing votes (validation) and building real weight (value). If you're navigating noise, distractions, or hype while building your business—this one's for you. 🔍 Learn: ✔️ What truly drives sustainable success ✔️ How to s…

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Is Spirituality the Missing Key for Founders? 46:37

4M ago46:37

46:37

You're Not Your Inner Voice: Meditation, Spirituality, and Mental Clarity for Founders ✅ ARE YOU BOOTSTRAPPING? YOU NEED THIS: https://bootstrappedgiants.com/subscribe ✅ Master the Inner Game of Entrepreneurship here: https://www.davekashen.com/newsletter-sign-up 00:00 – Jesse introduces the topic: spirituality for entrepreneurs 01:00 – What does s…

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Close - Focused CRM does $50 million a year 49:11

4M ago49:11

49:11

[00:00:00] Intro – Andrew sets up the conversation: sales reluctance, AI, and CRM evolution [00:00:47] Steli explains Close's positioning: high-communication CRM for salespeople [00:01:41] Revenue milestone: Close is on track to hit $50M this year [00:02:36] Bootstrapping vs. fundraising: why Close chose profitability over VC [00:04:01] Why staying…

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He's controlling ChatGPT responses 50:56

5M ago50:56

50:56

[00:00:36] Intro: ChatGPT as a traffic driver and Chirag’s early insight [00:01:48] Revenue Numbers and Profitability of Taco [00:02:24] Personal investment strategy and non-AI assets [00:03:36] How Chirag uses AI agents to replace writers and boost efficiency [00:05:42] What makes Taco a true AI-powered agency [00:07:03] Tracking brand rankings in…

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1440 is a Bootstrapped Giant 49:49

6M ago49:49

49:49

[00:00:00] Quick Montage (Growth, Grit, Vision, Revenue, Meaning of 1440) [00:00:36] Intro: Why 1440 is Different [00:01:48] Revenue Numbers and Profitability [00:02:24] How They Funded Without Venture Capital [00:04:48] How Big Can an Email Newsletter Get? [00:05:15] Why They Ignored Advice to “Go Niche” [00:06:09] 1440’s Thesis: Inch-Deep, Mile-W…

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Why to build in public? 53:29

6M ago53:29

53:29

What if your startup journey could inspire others before you make it big? In this episode of Bootstrap Banter, I’m breaking down the fears and cultural taboos around sharing your entrepreneurial story while you’re still in the making. Discover why building in public isn’t just brave, it’s a game-changer. With real talk, founder stories, and tips yo…

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ज्योतिषशास्त्र आणि विज्ञान यांच्यात खरंच काही संबंध आहे का? 1:27:33

7M ago1:27:33

1:27:33

ग्रहांमुळे तुमच्या आरोग्यावर, तुमच्या निर्णय प्रक्रियांवर, तुमच्या आयुष्यातील प्रत्येक बाबींवर कसा आणि काय परिणाम होतो, हे जाणून घेण्याची उत्सुकता तुम्हाला आहे का? डॉ. पं. संदीप अवचट ह्यांनी अमेरिकेतील २०२४ च्या निवडणुकीचे भाकीत निवडणूक सुरु होण्यापूर्वी सहा महिने आधीच केले होते, त्या भविष्याबद्दलचे भाष्य तुम्हाला ऐकायला आवडेल का? अमेरिकेतील निवडणू…

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Build Your Network of Mentors & Peers, Here’s How & Why! 54:58

7M ago54:58

54:58

Welcome to the Passionate Pulse Podcast's, Bootstrap Banter series! In this episode, we dive into the power of networking, peer support, and mentorship in shaping unconventional career paths. I’m Pranali, your host, sharing personal insights and real-world experiences on building a strong support system, whether you're an entrepreneur, solopreneur,…

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I Built 4 AI Agents in 2 Weeks – No Code! 30:49

7M ago30:49

30:49

[00:00:00] Introduction [00:00:45] Early Adoption of Generative AI & GitHub Copilot [00:01:30] Discovering How Code Comments Improve AI Suggestions [00:02:33] Skepticism About AI Hype & Fear of Being Left Behind [00:04:03] Seeing a YouTube Tutorial That Unlocked Building a RAG Agent [00:05:06] Building His First Agent in One Week (and Feeling “Bad …

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I found my zone of genius 45:54

8M ago45:54

45:54

[00:00:00] Intro & Evolving Work Relationship [00:01:03] Balancing Andrew’s Creative Side vs. Business Demands [00:02:06] Integrating Different Approaches from Teammates [00:02:33] Identifying and Staying in Your “Zone of Genius” [00:04:03] Tasks That Energize vs. Tasks That Drain [00:05:06] Struggle With First Drafts & Delegation [00:06:09] Commit…

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How Do Bootstrapped Founders Really Keep Their Business Cash-Positive? 54:56

8M ago54:56

54:56

Welcome to Bootstrap Banter, the series that helps solopreneurs and lean startup founders turn passion into profit, without breaking the bank. I’m Pranali, your host, and today we’re tackling one of the biggest challenges for self-funded entrepreneurs money management. If you're tired of the feast-and-famine cycle, wondering how to stay cash-positi…

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Burnout-Proof Scaling? Can Solopreneurs & Lean Startups Truly Thrive?" 🤔🚀 54:29

8M ago54:29

54:29

In this episode of the Passionate Pulse Podcast's Bootstrap Banter Series, host Pranali dives into the "Power of One" 💡, exploring how solopreneurs and lean startups can effectively scale without a full-time team. Drawing from personal experience and case studies of successful solo founders, Pranali shares smart strategies ⚙️, the latest available …

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Why You Unknowingly Resist Love, Joy, and Fulfillment 49:42

8M ago49:42

49:42

Most people think they struggle with fear or failure. But the truth is, we’re often more afraid of love, joy, and being fully seen. In this episode, Dave Kashen, Jesse Pujji, and Andrew Warner uncover the hidden ways we resist appreciation, connection, and fulfillment—without even realizing it. They break down why receiving acknowledgment can feel …

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How do you get from Idea to make an Impact with these No-Code & Low-Code tools for Smart Entrepreneurs 54:55

8M ago54:55

54:55

No-Code, No Limits, Launch & Scale Your Passion Project Fast! Want to bring your passion project to life without writing a single line of code? In this episode of Passionate Pulse’s Bootstrap Banter series, Pranali unfolds the power of no-code and low-code platforms, showing you how to launch and scale your business quickly, efficiently, and cost-e…

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Health, Hope, and Impact, The Milaap Crowdfunding Revolution 1:14:41

9M ago1:14:41

1:14:41

Transforming Healthcare with Crowdfunding - The Milaap Journey In this insightful episode of Passionate Pulse Podcast, host Pranali engages in a deep dive with Mayukh Chaudhary, the co-founder of Milaap, a crowdfunding platform driving social impact in India. They discuss the journey and evolution of Milaap, the impact of crowdfunding on healthcare…

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Nubank ft. David Vélez - An Outsider Upends the Brazilian Banking System 50:04

9M ago50:04

50:04

When Nubank started 10 years ago, a few big banks in Brazil had a stranglehold on the largest economy in Latin America: they controlled nearly all the market share, and imposed some of the highest fees and worst banking terms in the world. David Vélez was an unlikely character to challenge the system: an outsider from Colombia and Costa Rica with a…

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How Did Neha Narkhede Build Billion-Dollar Companies? 53:25

9M ago53:25

53:25

In this episode of the Passionate Pulse Podcast, Pranali sits down with Neha Narkhede, co-founder of Confluent and Oscilar, to discuss her remarkable journey as a tech entrepreneur. Neha shares insights on building billion-dollar companies, overcoming challenges, navigating the tech landscape, and balancing professional and personal life. She offer…

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Dropbox ft. Drew Houston - How the Cloud Pioneer Reinvented Itself 50:44

9M ago50:44

50:44

A scrappy upstart taking on hyperscalers in a category with lots of hand-wavers, Dropbox became the canonical example of Silicon Valley viral growth, adding 50 million users in the first years following their 2008 launch and quickly dominating their category. However, as CEO Drew Houston explains, their path from viral sensation to enduring busines…

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How Did Neha Narkhede Build Billion-Dollar Companies? 49:00

9M ago49:00

49:00

Passionate Pulse Podcast: Neha Narkhede on Entrepreneurship and Innovation In this episode of the Passionate Pulse Podcast, Pranali sits down with Neha Narkhede, co-founder of Confluent and Oscilar, to discuss her remarkable journey as a tech entrepreneur. Neha shares insights on building billion-dollar companies, overcoming challenges, navigating …

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The Secret to Creating Your Dream Life and Business in 2025 51:06

9M ago51:06

51:06

What if the key to creating your dream life and business isn’t about working harder—but about taking radical responsibility for your entire experience, including the belief that it has to be difficult? In this episode, Jesse Pujji, Dave Kashen, and Andrew Warner reveal how entrepreneurs unknowingly create their own overwhelm by holding onto limitin…

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Kickstarting Your Passion Project in 2025 - The Navy SEAL Way 54:56

10M ago54:56

54:56

Start 2025 with purpose and power! In this episode of Passionate Pulse, Pranali kicks off the Bootstrap Banter series with actionable strategies to help passionpreneurs launch and thrive. Learn to set smart goals, simplify tasks, and embrace the Navy SEAL way of ruthless prioritization and discipline. Packed with tools, resources, and real-life suc…

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LIVE: ServiceNow CEO Bill McDermott on Unlocking Elite Level Execution 32:20

10M ago32:20

32:20

Earlier this season we heard the startup story of ServiceNow—from Fred Luddy setting out to reinvent IT workflows as a first-time founder, to Frank Slootman joining as CEO to scale the business to an IPO. Even more remarkable is that ServiceNow has only accelerated as a public company, growing over ten-fold in the last decade. At a recent closed ev…

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How Emotions Are Your Decision-Making Compass 56:29

10M ago56:29

56:29

What if the emotions you’ve been avoiding are the key to making better decisions and unlocking your true potential? In this episode, Jesse Pujji, Dave Kashen, and Andrew Warner dive into how emotions like fear, anger, and sadness can guide you to clarity and alignment—if you let them. They explore why resisting emotions creates stress and confusion…

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Reflect, Recharge, and Reimagine Your Passion Project for 2025 54:45

10M ago54:45

54:45

Tune in to this Holiday Special Episode of Bootstrap Banter! As the year winds down, join Pranali in a reflective and inspiring conversation designed to help you prepare for a thriving 2025. Discover: ✨ How to effectively reflect on your 2024 passion projects ✨ The power of relaxation and wellness during the holiday season ✨ Actionable strategies f…

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Robinhood ft. Vlad Tenev - Reinventing Finance for a New Generation 48:27

10M ago48:27

48:27

Millions of Americans use their smartphones to invest and manage their finances every day—but before Robinhood started in 2013, finance looked very different. Investing was something for the wealthy, with steep fees charged on every trade, and was done exclusively on computers with arcane trading software. In this episode, co-founder and CEO Vlad T…

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Outperform Yourself By Breaking Your Upper Limit 49:20

10M ago49:20

49:20

No matter how big your goals are or how much you’ve already achieved, you might have an 'upper limit problem' quietly holding you back. In this episode of The Heart of Entrepreneurship, Jesse Pujji, Dave Kashen, and Andrew Warner dive into the hidden barriers that limit success—even for high achievers. Together, they explore how unconscious beliefs…

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YouTube ft. Steve Chen - 18 Months That Changed the Internet 48:44

11M ago48:44

48:44

This episode takes us back to the earliest days of YouTube, as the founders explain why it was a longshot that succeeded against all odds. When cofounders Steve Chen, Chad Hurley and Jawed Karim left PayPal to start YouTube, it wasn’t even clear that the nascent broadband infrastructure could support playing video in a browser. In a brief period un…

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The Limiting Stories Entrepreneurs Tell Themselves—And How to Let Them Go 47:51

11M ago47:51

47:51

Entrepreneurs often chase success by pushing harder and striving for more, but what if the real key lies in rethinking the stories we tell ourselves? In this episode, Jesse Pujji and Dave Kashen share practical exercises to help entrepreneurs separate facts from narratives, freeing them from the things that hold them back––like guilt, regret, and b…

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How can simple gratitude fuel experiments drive your business to success? 54:44

11M ago54:44

54:44

In this special Thanksgiving episode of Bootstrap Banter, host Pranali celebrates the spirit of gratitude and its powerful impact on entrepreneurial journeys. Dive into actionable advice, experiments you can take in your passionprenuer journey and shares inspiring stories for you to learn from. She also expresses heartfelt thanks to those who made …