Confessions of a B2B Entrepreneur

Confessions of a B2B Entrepreneur

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Unfiltered insights from a founder building and scaling bootstrapped B2B startups.

The "Software Finder" Cash Machine
PodcastApr 2, 202618 min

The "Software Finder" Cash Machine

In this episode, Adnan Malik, founder and CEO of Software Finder, explains how his bootstrapped B2B software marketplace generates $20‑$25 million in annual revenue with 15‑20% profit margins by offering free, 10‑minute human consultations to buyers and charging software vendors for...

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The "Acquired" Cash Machine
PodcastMar 19, 202615 min

The "Acquired" Cash Machine

This episode dissects the Acquired podcast as a high‑margin cash machine, estimating roughly $20 million in annual revenue—primarily from premium sponsorships—and $16‑18 million in profit for founders Ben and David, who own 100% of the business. The hosts explain how the show’s...

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The “Entrepreneurs On Fire” Cash Machine
PodcastMar 5, 202616 min

The “Entrepreneurs On Fire” Cash Machine

In this episode the host rebrands the show as “Cash Machines” and dives into a deep financial analysis of John Lee Dumas’s “Entrepreneurs on Fire” podcast. He outlines the business’s revenue and profit trajectory—peaking at $4 M revenue and $3 M profit...

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£20m Revenue, Exit To Dentsu with Nick Hague
PodcastFeb 19, 202625 min

£20m Revenue, Exit To Dentsu with Nick Hague

In this episode, host Tom Hunt talks with B2B growth expert Nick Hague about scaling a consultancy to £20 million in revenue and the strategic sale to Dentsu. Hague shares how a focus on customer experience, repeatable frameworks, and disciplined cash‑flow...

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Agency M&A Mastery with Dom Hawes
PodcastFeb 5, 202638 min

Agency M&A Mastery with Dom Hawes

In this episode, host Tom Hunt sits down with agency M&A specialist Dom Hawes to unpack the intricacies of buying and selling marketing agencies. They discuss how to evaluate agency valuations, structure deals, and manage post‑acquisition integration while preserving culture...

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How To Build A $70M HoldCo Empire From Scratch
PodcastJan 8, 202640 min

How To Build A $70M HoldCo Empire From Scratch

In this episode, Sid Jashnani walks through how he built a $70 million holding company empire from the ground up, detailing the strategic steps of acquiring, scaling, and integrating B2B businesses. He emphasizes the importance of a clear vision, disciplined capital...

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Tom Hunt: The Guy Who Makes $4 Million From Podcasts (Success Clues)
PodcastNov 27, 20250 min

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

In this episode, Sam Winsbury interviews Tom Hunt, founder and CEO of the remote B2B podcast agency Fame, about how he built a £4 million ARR business by prioritizing client retention over acquisition. Hunt explains his low‑cost, no‑office model, "no‑brainer" pricing,...

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How to Win Any B2B Contract Using Jose Mourinho's Playbook
PodcastNov 13, 20250 min

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

In this episode, Tom Hunt interviews Aditya Shivkumar, co‑founder of Resolve Disputes Online, about his shift from litigation lawyer to legal‑tech entrepreneur and how his courtroom analytical skills powered RDO’s successful pivot to online dispute resolution. He explains how the...

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Retention Is the Foundation of Growth with Tom Hunt (The Dojo Digest)
PodcastOct 30, 20250 min

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

In this episode, Tom Hunt, founder and CEO of Fame, explains that B2B growth hinges on deep employee retention and a razor‑sharp niche strategy that cuts through content saturation. He outlines three non‑negotiables for podcast expansion and highlights the $50...

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This B2B Marketer Uses Influencers To Drive Negative CAC
PodcastOct 16, 20250 min

This B2B Marketer Uses Influencers To Drive Negative CAC

In this episode, host Tom Hunt talks with Koby Conrad about how Rupa Health grew from $5 M to $75 M by using doctor‑influencers as full‑time, equity‑bearing employees. Conrad explains that turning the company’s podcast and “Rupa University” into profit‑center assets and...

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