Episodios

  • The Employee-Powered Content Machine Driving 40% Of New Business with Gabe Lullo

    The Employee-Powered Content Machine Driving 40% Of New Business with Gabe Lullo
    Jun 12 2025
    In this episode of Confessions of a B2B Entrepreneur, Tom Hunt speaks with Gabe Lullo, CEO of Alleyoop, a leading SDR-as-a-service firm. Gabe unveils his groundbreaking employee-powered content machine, a unique strategy that remarkably drives 40% of Alleyoop's new business. Drawing from his sixteen years in sales and leadership, Gabe also shares how to overcome common cold outreach pitfalls with data-driven strategies, Alleyoop's 'plug and play' SDR teams for scalable B2B growth, and his unique journey from SDR to CEO. Essential listening for B2B founders, sales leaders, and marketing professionals looking to innovate their demand generation and future-proof their revenue engine.
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    27 m
  • How Nick Huber Built a Multi-Million Dollar Empire with Social Media and "Boring Businesses"

    How Nick Huber Built a Multi-Million Dollar Empire with Social Media and "Boring Businesses"
    May 29 2025
    In this episode of Confessions of a B2B Entrepreneur, host Tom Hunt sits down with Nick Huber, founder of Bolt Storage and Somewhere.com, to uncover how he leveraged social media to raise over $40 million and build multiple seven-figure businesses. Discover Nick's "sweaty startup" philosophy, emphasizing executing common business models exceptionally well rather than chasing novel ideas, and how radical transparency on platforms like Twitter transformed into tangible business success. This conversation provides invaluable insights for anyone looking to build a personal brand, scale traditional businesses, or convert online influence into real-world opportunities. Nick shares his strategies for managing multiple ventures simultaneously, his unconventional path to entrepreneurship, and why focusing on "boring" businesses can often outperform trendy tech startups.
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    24 m
  • Rob Walling’s 20 Year Master Plan

    Rob Walling’s 20 Year Master Plan
    May 15 2025
    In this episode of Confessions of a B2B Entrepreneur, host Tom Hunt chats with the legendary Rob Walling. A true veteran of the SaaS bootstrapping world, Rob shares insights from his two decades in the game, from building and selling Drip, starting the influential MicroConf community and the TinySeed accelerator, to hosting the 'Startup for the Rest of Us' podcast. They discuss the power of compounding effort, the crucial lesson of following market feedback, iterating your approach based on what the market wants, and the journey of building multiple successful ventures without relying on traditional VC. Rob reflects on the lessons learned over twenty years, offering invaluable perspective for any entrepreneur looking to build sustainable, long-term growth.
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    33 m
  • LinkedIn Growth Hacks You Need in 2025 with Tom Hunt (UnF*ck My Startup)

    LinkedIn Growth Hacks You Need in 2025 with Tom Hunt (UnF*ck My Startup)
    May 1 2025
    In this episode of Confessions of a B2B Entrepreneur, Adam Robinson, host of the UnF*ck My Startup, CEO of Retention.com & RB2B, and Pete Crowley, Head of Growth at RB2B, interview LinkedIn virality expert Tom Hunt, who shares his 7-step formula for achieving significant engagement on the platform (300,000+ likes and 175 million views), providing actionable advice on crafting compelling hooks, choosing effective visuals, and leveraging simplicity in writing, as well as strategies for driving business growth by engineering comments and avoiding the pitfalls of long paragraphs.
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    40 m
  • This Guy Has Worked With 60 B2B SaaS Businesses with Alan Gleeson of Contento

    This Guy Has Worked With 60 B2B SaaS Businesses with Alan Gleeson of Contento
    Apr 17 2025
    In this episode of Confessions of a B2B Entrepreneur, host Tom Hunt and Alan Gleeson, a fractional CMO and co-founder of Contento, delve into the dynamic world of B2B marketing, exploring the evolution of marketing access points and the increasing shift towards paid strategies, the crucial relationship between CMOs and CEOs, effective methods for running lean in SaaS businesses, successful B2B campaign strategies, and opportunities within the headless CMS market. Alan shares his extensive experience working with numerous VC-backed companies, offering valuable insights for navigating the challenges and opportunities in contemporary B2B marketing.
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    26 m
  • The Lychee Journey with Tomer Dean

    The Lychee Journey with Tomer Dean
    Apr 3 2025
    In this episode of Confessions of a B2B Entrepreneur, host Tom Hunt interviews Tomer Dean, co-founder of Lychee, to discuss the journey of building and selling a successful short-form video clip factory. Tomer shares insights on their early days as software developers, the evolution of Lychee, and the strategies behind their growth and acquisition. The conversation covers topics such as building scalable operations, the use of hybrid AI and no-code solutions, and the decision to sell the company.
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    33 m
  • A Day in the Life of a B2B SaaS CEO with Kris Rudeegraap of Sendoso

    A Day in the Life of a B2B SaaS CEO with Kris Rudeegraap of Sendoso
    Mar 20 2025
    In this episode of Confessions of a B2B Entrepreneur, join host Tom Hunt as he sits down with Kris Rudeegraap, founder and co-CEO of Sendoso, to explore his journey from non-technical founder to scaling a successful B2B gifting platform. Kris shares invaluable insights on founder-led sales, product marketing, and the effective use of AI in outbound sales.
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    27 m
  • Branding & Solopreneurship with Emily Dunlop of Good Marketing Club™

    Branding & Solopreneurship with Emily Dunlop of Good Marketing Club™
    Mar 6 2025
    In this episode of Confessions of a B2B Entrepreneur, host Tom Hunt interviews Emily Dunlop, founder of The Good Marketing Club, about her journey from scaling a B2B brand from $2M to $45M ARR to launching her own venture. Emily shares valuable insights on brand building, the power of authenticity in business transitions, and how to stay true to your values while scaling.
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    31 m
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