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confessions of a b2b entrepreneur

A guide to the best B2B podcast coverage of confessions of a b2b entrepreneur - the shows and 39 episodes that go deepest, ranked by substance, not downloads.

These episodes capture real B2B founder journeys from bootstrapped startups to eight-figure exits - including Nick Hague's £20m Dentsu sale, Dom Hawes on agency M&A mechanics, and Tom Hunt scaling a podcast agency from zero to $4M ARR without outside funding. You'll hear candid conversations about cash machines, holdco structures, remote team management, and why marketing alone won't sustain a business, plus practical advice from founders like Sze Wong and Marc Seitz on sustainable scaling and the actual path to profitability.

Best episodes on confessions of a b2b entrepreneur

  1. How Nick Huber Built a Multi-Million Dollar Empire with Social Media and "Boring Businesses"

    Cash Machines · 2025-05-29

  2. Rob Walling’s 20 Year Master Plan

    Cash Machines · 2025-05-15

  3. LinkedIn Growth Hacks You Need in 2025 with Tom Hunt (UnF*ck My Startup)

    Cash Machines · 2025-05-01

  4. This Guy Has Worked With 60 B2B SaaS Businesses with Alan Gleeson of Contento

    Cash Machines · 2025-04-17

  5. The “Entrepreneurs On Fire” Cash Machine

    Cash Machines · 2026-03-05

  6. £20m Revenue, Exit To Dentsu with Nick Hague

    Cash Machines · 2026-02-19

  7. Agency M&A Mastery with Dom Hawes

    Cash Machines · 2026-02-05

  8. How To Build A $70M HoldCo Empire From Scratch

    Cash Machines · 2026-01-08

  9. The Truth About Getting Rich as a B2B Entrepreneur with Sze Wong of Zenith

    Cash Machines · 2025-09-11

  10. Why Marketing Isn’t Enough To Save Your B2B Business with Vahagn Sarksyan of Krisp

    Cash Machines · 2025-08-28

  11. From Fast Food to Podcast Agency Founder with Tom Hunt (Revenue Career Ladder)

    Cash Machines · 2025-08-14

  12. Bootstrapped to $4M ARR: Tom Hunt’s Insights on Sustainable Scaling (5 to 50: Financial Strategies for Growing Companies)

    Cash Machines · 2025-08-07

  13. Out with Micromanagement, In with Trust: Tom Hunt’s Blueprint for Transforming Remote Teams (Mindful Management)

    Cash Machines · 2025-07-31

  14. Bootstrapping to £60K MRR with Marc Seitz

    Cash Machines · 2025-07-24

  15. AI In Marketing with Boobesh Ramadurai of LatentView Analytics

    Cash Machines · 2025-07-10

  16. How to Build a $1,000,000/yr B2B Agency with Tom Hunt (Breaking B2B - B2B Marketing & Demand Generation Podcast)

    Cash Machines · 2025-07-03

  17. Mastering Internal AI Strategies with Mehdi Tehranchi

    Cash Machines · 2025-06-26

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

    Cash Machines · 2025-06-12

  19. Building 5 Agencies In 2 Years with John Ghiorso of Orca Pacific

    Cash Machines · 2024-11-28

  20. The Lychee Journey with Tomer Dean

    Cash Machines · 2025-04-03

  21. A Day in the Life of a B2B SaaS CEO with Kris Rudeegraap of Sendoso

    Cash Machines · 2025-03-20

  22. Branding & Solopreneurship with Emily Dunlop of Good Marketing Club™

    Cash Machines · 2025-03-06

  23. [Greatest Hits] How To Start A Movement with David Heinemeier Hansson of 37signals

    Cash Machines · 2025-02-20

  24. How to Start and Grow a B2B Podcast: Expert Tips with Tom Hunt (Grow Your B2B SaaS Podcast)

    Cash Machines · 2025-02-06

  25. How To Find, Buy & Transform Businesses with Nick McLean of Four Pillars Investors

    Cash Machines · 2025-01-23

  26. Cracking the LinkedIn Code - Tom Hunt's 5 Steps to Viral Growth & B2B Podcasting Domination (The Founder-Led Marketing Show)

    Cash Machines · 2025-01-09

  27. Signals Based Marketing with Kevin White of Common Room

    Cash Machines · 2024-12-26

  28. How & Why We Acquired Lychee (Solo Episode)

    Cash Machines · 2024-11-14

  29. Cofounder Relationships, Content & Money with Rob Moore of Progressive Property

    Cash Machines · 2024-10-31

  30. Anatomy Of A Viral LinkedIn Post

    Cash Machines · 2024-10-17

  31. Trolling, LinkedIn & Cold Calling with Jack Frimston of We Have a Meeting (WHAM)

    Cash Machines · 2024-10-03

  32. [Greatest Hits] The Ultimate B2B LinkedIn Paid Strategy with Justin Rowe of Impactable

    Cash Machines · 2024-09-26

  33. Private Equity Marketing Secrets with Shiv Narayanan of How To SaaS

    Cash Machines · 2024-09-19

  34. How To Build A Marketing Agency with Max van den Ingh of Unmuted

    Cash Machines · 2024-09-12

  35. From Corporate Cubicle to Podcasting Powerhouse - Bootstrapping a $3.6M ARR Business (Resume Assassin presents Recruiting Insider)

    Cash Machines · 2024-09-05

  36. LinkedIn Jail and the $4M ARR Flywheel Lessons in Resilience (Confessions of an EOS Implementer)

    Cash Machines · 2024-08-22

  37. LinkedIn Growth, Inbound Hiring, and Scaling a Service Business (Innovators Can Laugh)

    Cash Machines · 2024-08-15

  38. Changing The Working World with Tony Jamous of Oyster

    Cash Machines · 2024-08-08

  39. Jesse Pujji Reveals How He’s Building His HoldCo (Gateway X)

    Cash Machines · 2024-08-01