#657 - Dallas Offill - Founder Happi Roofing Goes Deep On Getting Ahead Before Age 30
Update: 2025-10-27
Description
In this episode of The Jimmy Rex Show, Jimmy sits down with his good friend Dallas Offill, founder of Happy Roofing and host of The Happy Hour Podcast. Dallas shares his inspiring journey of building a thriving business at a young age — from humble beginnings and early struggles to becoming a leader in his industry and community.
The two dive deep into topics like entrepreneurship, leadership, scaling a company, personal growth, and the power of mentorship. Dallas opens up about the challenges of hiring, building systems, and maintaining integrity while growing fast. The conversation also explores how being part of We Are The They (WATT) has helped him strengthen his mindset, deepen his relationships, and continue to evolve as a man and a leader.
Jimmy and Dallas end by reflecting on the importance of gratitude, connection, and authenticity — how being open and real with others can transform both your business and your life.
00:00 Introduction
01:11 Is it harder to get ahead today? Tools, mindset & opportunity
07:00 Networking at scale: social reach, info age, and starting a podcast
13:24 Machu Picchu trek: grit, gratitude, and “enjoy the journey”
20:30 Presence over pace: slowing down in a hyper-speed world
31:00 Risk, variety & Tony Robbins’ six human needs
34:52 Scaling Happy Roofing: hires, mistakes, systems & training
41:30 Tough calls: firing, lessons learned & Ed Mylett’s hiring tip
44:46 Daily gratitude practice & mindset reps
47:52 Finding We Are The They & paying it forward
51:41 Outro
The two dive deep into topics like entrepreneurship, leadership, scaling a company, personal growth, and the power of mentorship. Dallas opens up about the challenges of hiring, building systems, and maintaining integrity while growing fast. The conversation also explores how being part of We Are The They (WATT) has helped him strengthen his mindset, deepen his relationships, and continue to evolve as a man and a leader.
Jimmy and Dallas end by reflecting on the importance of gratitude, connection, and authenticity — how being open and real with others can transform both your business and your life.
00:00 Introduction
01:11 Is it harder to get ahead today? Tools, mindset & opportunity
07:00 Networking at scale: social reach, info age, and starting a podcast
13:24 Machu Picchu trek: grit, gratitude, and “enjoy the journey”
20:30 Presence over pace: slowing down in a hyper-speed world
31:00 Risk, variety & Tony Robbins’ six human needs
34:52 Scaling Happy Roofing: hires, mistakes, systems & training
41:30 Tough calls: firing, lessons learned & Ed Mylett’s hiring tip
44:46 Daily gratitude practice & mindset reps
47:52 Finding We Are The They & paying it forward
51:41 Outro
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