Ever felt like life knocked you flat just as things were going great? Dar Holdsworth knows that story well. From doing multi-million-dollar signage deals to building award-winning custom motorcycles for celebrities — then losing everything and starting over — Dar’s entrepreneurial journey is anything but straight. In this episode, Tyler Jorgenson and Dar dig into what it really takes to reinvent yourself, spot new opportunities, and keep moving forward even when your first (or second… or third) business doesn’t go as planned.

Whether you’re riding the highs of business growth or rebuilding after a major setback, Dar’s story is a masterclass in grit, curiosity, and knowing when to pivot.

What You’ll Learn

• The unexpected push that got Dar to launch his first business
• How losing his biggest client — and going through a divorce — forced a total reset
• Lessons from building custom motorcycles and scaling product sales online
• The key difference between being great at your craft and running a profitable company
• How discovering funnels (and a free + shipping offer) changed everything
• Why Dar now helps other entrepreneurs launch AI SaaS businesses that scale

Chapters

00:00 Introduction to Dar Holdsworth

02:07 The Entrepreneurial Journey Begins

05:09 Overcoming Early Obstacles

09:03 Transitioning to Custom Motorcycles

12:02 Lessons from the Motorcycle Business

17:04 The Shift to SaaS and AI

21:00 Navigating Challenges in the Chiropractic Niche

24:54 Current Ventures and Future Aspirations