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

August 19, 2025 β€’ 31 mins

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Where Are They Now? Featuring Leslie Fiorenzo - The Undiscovered Entrepreneur #115

In this episode of The Undiscovered Entrepreneur, Jesse catches up with Leslie Fiorenzo, a business presentation coach, to discuss her entrepreneurial journey since they last spoke a year ago. Leslie shares her success in transitioning to full-time entrepreneurship, publishing a bests...

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What if the business you’ve been building for years isn’t the one that will set you free?

In this episode of The Undiscovered Entrepreneur, Phil Hughes returns three years after his first appearance to share a powerful story of reinvention, resilience, and the courage to pivot.

Phil takes us behind the scenes of walking away from his original SaaS product, Elementary Analytic...

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Mastering the Entrepreneurial Mindset with PI: Growth, Resilience, and More

In this episode of 'Business Conversations With Pi,' host Skoob and his AI co-host Pi,Β  tackle key questions that new entrepreneurs often ask. They dive into the critical types of mindsets beneficial for entrepreneurial success, such as growth, resilience, abundance, long-term, and...

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Β Overcoming Naysayers & Competing Against Yourself: The Adventure of Entrepreneur John

In episode 114 of The Undiscovered Entrepreneur, host Skoob engages in an invigorating conversation with John, a dynamic entrepreneur who transformed a $40,000 investment into a $11 million outdoor gear business in Florida. We hear about John's journey from battling naysa...

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Β Essential Entrepreneurial Insights: One Year of Business Conversations with AI Co-Host Pi

In this episode of Business Conversations With Pi, host Skoob and AI co-host Pi from Anthropic PI celebrate one year of discussions. They explore key topics crucial for new entrepreneurs, including mindset, marketing strategies, business funding, leadership, and fostering inno...

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Β Building Success from Humble Beginnings: An Entrepreneur's Journey with Nathan Miller - Episode 113

In episode 113 of The Undiscovered Entrepreneur podcast, host Skoob converses with Nathan Miller, founder of Miller!nk., to uncover his extraordinary journey from being Israel's chief speechwriter at the UN to establishing a leading PR firm. Nate discusses ...

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Unlocking Venture Capital for Entrepreneurs: Insights from Business Conversations with Pi

In this episode of Business Conversations with Pi, host Skoob and AI co-host Pi delve into essential advice for new entrepreneurs seeking venture capital. They discuss building a solid business plan, networking, developing an effective pitch deck, and finding accelerators and i...

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Essential Legal Guidance for Entrepreneurs with Gordon Fire Mark

In episode 112 of the Undiscovered Entrepreneur, host Skoob presents a deep dive into the essential legal aspects of entrepreneurship with digital creative lawyer Gordon Firemark. Gordon shares critical insights on the most significant legal mistakes that can jeopardize a startup, such as failing to pr...

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Mastering AI Search Optimization for Entrepreneurs | Business Conversations with Pi

In this episode of Business Conversations with Pi, hosted by Skoob along with virtual co-host Pi and AI assistant, the discussion revolves around essential strategies for optimizing business content to be easily found in AI-powered searches. The episode covers key tips such as using ...

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From Toxic Job to Dream Career: Jess Lindgren's Entrepreneurial Journey

In episode 111 of The Undiscovered Entrepreneur podcast, host Skooby chats with Jess Lindgren, a seasoned freelance personal and executive assistant with over 20 years of experience. Jess shares her inspiring journey of escaping a soul-crushing corporate job to support entrepreneurs like Pa...

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Mastering the Stigma of Asking for Help in Entrepreneurship

In this episode of Business Conversations with Pi, host Skoob and AI co-host Pi, created by the innovative minds at Anthropic, delve into the importance of overcoming the stigma associated with asking for help in the entrepreneurial world. They discuss strategies to build a strong support network, the benef...

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Β Unlock Your Potential: The Power of Happiness and Mindset with Spencer Jones | Episode 110

In episode 110 of 'The Undiscovered Entrepreneur,' Skoob from Pod Nation Media Network interviews the inspiring 'Prince of Positivity,' Spencer Jones. Spencer discusses his journey from a struggling middle school choir director to a thriving entrepreneur, ...

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Β Overcoming Fear and Embracing Failure in Entrepreneurship

In this episode of Business Conversations With Pi, host Skoob and virtual co-host Piβ€”an AI assistant created by Anthropicβ€”discuss the common fears and doubts that plague new entrepreneurs. The duo explores strategies for reframing failure, practicing self-compassion, and controlling fear, providing actionabl...

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Getting Started & Building Success in Podcasting with Dave Jackson

Welcome to Episode 109 of The Undiscovered Entrepreneur! In this episode, Skoob discusses the new upcoming course designed to help aspiring entrepreneurs get started. Skoob introduces his guest, Dave Jackson, founder of the School of Podcasting and Head of Podcasting at Podpage. Dave shares his j...

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Top Marketing Strategies for New Entrepreneurs with AI Insights

In this episode of 'Business Conversations with Pi,' host Skoob and AI co-host Pi, created by Anthropic, delve into essential marketing strategies for new entrepreneurs. They discuss effective techniques such as content marketing, social media engagement, influencer partnerships, email marketi...

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Unlocking Entrepreneurial Potential: From Bipolar Diagnosis to Publishing Success

In episode 108 of The Undiscovered Entrepreneur, host Skoob welcomes Nick, a gifted bipolar writer who has transformed her mental health journey into a successful publishing business. The episode delves into Nick's entrepreneurial adventure, covering her initial steps, challenges,...

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Mastering Leadership Skills: Entrepreneurial Insights with AI Co-Host Pi

In this episode of 'Business Conversations with Pi,' Skoob and AI co-host Pi discuss the essential leadership skills necessary for new entrepreneurs. They cover topics such as effective communication, delegation, leading by example, providing feedback, and fostering a positive work en...

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Turning Failures into Success: A Conversation with David on Entrepreneurial Insights

In episode 107 of The Undiscovered Entrepreneur, host SC interviews David, an entrepreneur with 35 years of software expertise. David shares his journey of founding a successful software company that grew to 800 customers across 22 countries before selling it and experiencing a majo...

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Mastering Information Overload: Insights from Pat Flynn on Lean Learning

In this episode of Business Conversations with Pi, host Skoob and AI co-host Pi delve into essential questions for new entrepreneurs, discussing strategies to manage information overload. Featuring insights from Pat Flynn's book 'Lean Learning,' the episode offers practical advic...

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Pat Flynn Unveils 'Lean Learning' and Shares Entrepreneurial Wisdom

In this special episode of The Undiscovered Entrepreneur, host Skoob finally gets to interviews Pat Flynn, an esteemed entrepreneur and author, who shares insights from his newly released book, 'Lean Learning: How to Achieve More by Learning Less.' The episode explores Flynn&apos...

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