Undiscovered Entrepreneur : Get Across The Start Line

Undiscovered Entrepreneur : Get Across The Start Line

Are you ready to launch your startup but feeling stuck? "Startup Success: Overcoming Entrepreneurial Obstacles" is the must-listen podcast for aspiring entrepreneurs and small business owners. Host Skoob guides you through the challenging world of startups, focusing on conquering the "4 Pillars of Stop" that hold many entrepreneurs back: 1. Imposter Syndrome 2. Perfectionism 3. Fear of Failure 4. F.E.A.R. (False Evidence Appearing Real) Each episode features real stories from startup founders and solopreneurs who've faced these common hurdles. Learn actionable strategies to boost your confidence, embrace imperfection, and turn failures into stepping stones. Key topics include: - Mindset shifts for entrepreneurial success - Practical tips for launching your business - Overcoming self-doubt and procrastination - Building resilience in the face of setbacks Whether you're dreaming of creating a tech startup, launching an e-commerce brand, or starting a freelance career, this podcast provides the motivation and tools you need to take action. Join our growing community of go-getters who live by the mantra: "I Can, I Am, I Will, And I'm Doing It Today!" Subscribe now and take your first step towards entrepreneurial success. New episodes drop weekly, packed with insights to fuel your startup journey. #StartupTips #EntrepreneurMindset #SmallBusinessSuccess #OvercomingFear #StartupMotivation

Episodes

January 20, 2026 • 41 mins

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 From $0 to Million-Dollar Launch: How Justin Bannon Built a $200M Company in 2008's Financial Crisis 

What do you do when the world's economy collapses? If you're Justin Bannon, you quit your dream job at General Electric and launch a business anyway. Discover why starting during a crisis might be your biggest advantage and why talking to people matters more t...

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Beat Imposter Syndrome & Stop Burnout: Practical Strategies for High Achievers

Feel like a fraud despite your success? You're not alone. In this deep dive, we unpack imposter syndrome—the psychological state where you believe you're undeserving despite overwhelming evidence of your achievements—and reveal actionable strategies to break free.

What You'll Lea...

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2026 Kickoff: The Domino Effect of Goals & Embracing the Hurdles

Episode Summary Welcome to the first episode of 2026! In this transparent and vulnerable episode, host SC Jesse Blo reflects on the journey through 2025, reviewing the hits, the misses, and the unexpected wins. Jesse dives into the concept of the "Domino Effect"—how missing a specific tar...

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 AI-Driven Business Playbook: Scaling Your Startup with Pi
Welcome back, Scoobelievers! In this episode of Business Conversations with Pi, host Jesse (SKoob) and AI co-host Pi dive deep into how entrepreneurs can leverage Artificial Intelligence to gain a massive competitive advantage. Whether you're a first-time founder or a seasoned builder, this episode provides ...

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How to Hire Remote Workers: Why 73% Fail & How to Succeed | Nearshore Staffing with Luis D

Episode Description

Serial entrepreneur Luis D reveals why 73% of offshore hiring fails and how his REMOTE Intelligence Framework achieves 95% success. Learn to hire Latin American talent at 60-70% cost savings, avoid AI resume fraud, and scale your startup faster. Luis buil...

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 Vulnerability as a Startup Strength | Business Conversations with Pi

Welcome to another episode of Business Conversations with Pi, where AI-powered insights meet real entrepreneurial challenges! In this episode, host SC and virtual co-host Pi dive deep into why vulnerability is a powerful asset for startup founders and business leaders. Whether you’re brainstorming your firs...

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 From Streets to Success: Jerry Brazie on Building $500M in Revenue | The Undiscovered Entrepreneur

 
Episode Description
 
Jerry Brazie went from living in a $25/week flophouse at 17 to building and selling a dozen businesses generating nearly $500 million in revenue. In this raw, unfiltered conversation, Jerry shares the pivotal moment at 14 that changed everyth...

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Jesse (Skoob) & Pi (AI Assistant) Focus: Entrepreneur Mindset, Self-Sabotage, Psychology of Success

Why do entrepreneurs often self-sabotage just when they start winning? In this episode of Business Conversations with Pi, Jesse and his AI co-host explore the Upper Limit Problem—a psychological barrier that caps our happiness and success—and provide a 5-step roadmap to bre...

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The Undiscovered Entrepreneur Podcast: Carrolee Moore on Authentic Visibility & Overcoming Failure

Host: Jesse
Guest: Carrolee Moore, Founder of Podcast Pitching Society

offer available : https://bit.ly/free-call-skoob

Episode Summary:
Join Jesse and Carrolee Moore as they dive into the realities of entrepreneurship, the power of authentic brandi...

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Business Conversations With Pi – How to Add and Grow Business Value

Todays discussion covers how to define and measure value in business, strategies for growing a company, and the best ways to find top talent. The episode also features expert book recommendations to help listeners deepen their understanding of value creation and business growth

00:00 – Introduction Meet host K...

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🎧 Show Notes: The Undiscovered Entrepreneur ft. Sandy Sterling (Fear Unzipped)

Join host Skoob and guest Sandy Sterling, founder of Fear Unzipped, as they explore the journey from Hollywood PR to podcasting, the science of fear, and the power of authenticity in entrepreneurship.

Key Topics:

  • Launching before you’re “ready” (the 70% rule)
  • Neuroscience & metaphysics of fea...
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Business Conversations with Pi – Episode: Entrepreneurial Motivation & Mindset

Welcome to another episode of Business Conversations with Pi, where AI-powered insights meet real entrepreneurial challenges! In this episode, host Jesse and virtual co-host Pi dive deep into the essential topic of motivation for entrepreneurs, sharing actionable strategies, expert advice, and ...

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🎧 Show Notes: The Undiscovered Entrepreneur with Brandon – From DJ Booth to Business Breakthroughs

Unlock the secrets of entrepreneurial resilience and growth in this inspiring episode featuring Brandon, a former DJ turned marketing agency founder. Discover actionable strategies, real-life stories, and mindset shifts that will help you get across your own start line.

Timesta...

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Business Conversations With Pi: Entrepreneurship – Validate, Market, Iterate, Succeed

[00:00] – Introduction
Host KU welcomes listeners to the show, introducing co-host PI, an AI assistant trained on business knowledge. The episode focuses on answering burning questions for new entrepreneurs.

[00:29] – Who Should Listen
Whether you’re just starting or already building...

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From Layoff to a 7-Figure Doodle Brand 🐾

In this episode, Skoob sits down with Elina, an entrepreneur who turned an unexpected layoff into a thriving seven-figure e-commerce business in just over a year. Elina shares the exact blueprint she used, starting with the simple inspiration from her doodle. She breaks down how to find a niche, validate a product idea witho...

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🎙️ Business Conversations with Pi: Public Speaking Playbook
Host: Jesse | AI Co-host: Pi

Episode Overview:
In this episode, Jesse and Pi tackle the biggest questions new entrepreneurs face about public speaking and building confidence for your first live engagement. Whether you’re prepping for your debut at Podfest Expo 2026 or just want to improve your communicatio...

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 Host: Skoob
Guest: Steven Puri (Motion Picture Executive, Entrepreneur, Founder of The Suka Company)
In this inspiring episode, Skoob interviews Steven Puri, a former motion picture executive at Fox and DreamWorks, successful entrepreneur, and founder of The Suka Company. Steven shares actionable insights on achieving flow state, the importance of tenacity over tale...

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Host: Jesse (with AI co-host Pi)
Episode Length: ~7 minutes

Episode Summary

In this insightful episode of Business Conversations with Pi, Skoob and his AI co-host Pi dive deep into the crucial distinction between perfection and perfectionism—a topic every entrepreneur and business builder faces. Discover how striving for excellence can empower your journey, while per...

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🎙️ The Undiscovered Entrepreneur Podcast: Episode with Dr. Albert de Montes

 This week, host Jesse sits down with Albert deMontes, a New York-based talent agent, entrepreneur, and author of "Rise Above the Script: Confronting Self-Doubt, Mastering Self-Sabotage for Boring Artists." Albert shares his unconventional journey from psychology student to talent agent, th...

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🎙️ Business Conversations with Pi: Entrepreneurship Mindset & Opportunity Costs

Welcome to another episode of Business Conversations with Pi, where we decode the entrepreneurial journey with actionable advice and AI-powered insights! In this episode, host Jesse and AI co-host Pi dive deep into the burning questions every new entrepreneur faces, including:

  • When is the ...
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