Confessions of a B2B Entrepreneur

• How to automate boring work and reclaim 15 hours a month with Tim Cakir of AI Operator

  In this episode of Confessions of a B2B Entrepreneur, host Tom Hunt is joined by Tim Cakir, Founder of AI Operator, to deliver a masterclass on achieving operational efficiency through AI. Tim shares his journey from a growth consultant to an "AI-first" specialist, detailing how the real secret to growth lies in optimising systems and removing repetitive, boring tasks. He reveals that the biggest easy wins for B2B automation involve reporting, streamlining data access, and answering internal FAQs, offering a case study where a custom GPT saved field sales teams fifteen hours a month each. Tim tackles the fear of job redundancy directly, arguing that learning AI makes an employee "unstoppable," enabling a team of 75 to generate the output of 750. Furthermore, he delves into the transformative "agentic era," explaining how new tool-calling agents - which can perform deep research and run virtual computers - are allowing entrepreneurs to "vibe code" and build bespoke internal tools faster than ever before.

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• Tom Hunt: The Guy Who Makes $4 Million From Podcasts (Success Clues)

  In this episode of Confessions of a B2B Entrepreneur, host Sam Winsbury is joined by Tom Hunt, Founder and CEO of Fame, who details the counter-intuitive strategy behind scaling his remote B2B podcast agency to over £4M ARR. Tom reveals how he obsessively focuses on client retention as the foundation for growth, enabling him to run a low-cost operational model (zero office, minimal ads) to ensure "no-brainer" client pricing. He explains his shift to a CEO role focused on strategic acquisitions and high-leverage problems, detailing his unique remote leadership approach: promoting the entire management team internally from entry-level. Crucially, Tom shares the biggest mistake that slowed his growth: a painful lack of focus from attempts to build software and expand service lines outside his core offering.

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• How to Win Any B2B Contract Using Jose Mourinho's Playbook

  In this episode of Confessions of a B2B Entrepreneur, Tom Hunt speaks with Aditya Shivkumar, Co-founder of Resolve Disputes Online (RDO), about his transition from lawyer to global legal-tech founder. Aditya reveals how the analytical skills honed in litigation became the most valuable asset for their successful B2B pivot into Online Dispute Resolution (ODR). He shares the entrepreneurial mindset that allowed RDO to treat the COVID-19 crisis as a "watershed moment" for growth and securing funding. The conversation culminates with Aditya detailing how he applies Jose Mourinho's strategic 'Catenaccio' philosophy directly to winning high-value B2B contracts.

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• Retention is the Foundation of Growth with Tom Hunt (The Dojo Digest)

  In this episode of Confessions of a B2B Entrepreneur, host of The Dojo Digest, Tom Voller is joined by Tom Hunt, Founder and CEO of Fame, to unpack the true blueprint for B2B success. They cut through the noise of saturated content, explaining why the most powerful strategy is to niche down as tightly as possible to win attention and reduce competition. Tom reveals the three non-negotiables for a podcast's growth and the critical role of employee retention, including the $50 "Fame Values Award," used to reinforce cultural alignment. Get the strategic playbook for turning content failure into growth data, straight from a founder who scaled his LinkedIn audience by 600% in a year.

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• This B2B Marketer Uses Influencers To Drive Negative CAC

  In this episode of Confessions of a B2B Entrepreneur, Tom Hunt speaks with Koby Conrad about scaling Rupa Health from $5M to $75M by driving Negative CAC. Koby explains how he turned their media (podcast, Rupa University) into a profitable asset, not a cost center. The core strategy involved hiring superstar doctor-influencers as full-time employees with equity, rather than paying them small cash fees. This solved the influencer's biggest problem—audience monetisation—and ensured deep buy-in for the company's mission. He details how this focus on talent built immense trust and cut the blended CAC by two-thirds. Koby shares how he now applies this blueprint at his latest venture, the B2C health app Sunflower.

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