In this episode of Better Business, Better Life, Ryan Hogan, a serial entrepreneur and CEO of Talent Harbour, shares his incredible journey from bankruptcy to scaling a business to $55 million using EOS and other tools. Ryan discusses the challenges and rewards of entrepreneurship, including the crucial role of communication, accountability, and structure in scaling a business.

Ryan’s entrepreneurial journey spans various ventures, from a murder mystery company to Hunt a Killer, where he pivoted to subscription boxes and landed major retailers like Target and Walmart. He attributes much of his success to implementing EOS, joining peer groups like Vistage and EO, and surrounding himself with brilliant problem-solvers.

He offers valuable advice for entrepreneurs, including the importance of having an operating system, seeking business coaching, and investing in peer support. Ryan’s journey serves as an inspiring example of resilience, learning from failure, and the strategic approach needed to grow a business.

CONNECT WITH DEBRA:        

___________________________________________        

►Debra Chantry-Taylor is a Certified EOS Implementer | Entrepreneurial Leadership & Business Coach | Business Owner

►Connect with Debra: debra@businessaction.com.au

►See how she can help you: https://businessaction.co.nz/

►Claim Your Free E-Book: https://www.businessaction.co.nz/free-e-book/

___________________________________________

RYAN'S DETAILS:

►Ryan Hogan – LinkedIn: https://www.linkedin.com/in/ryanehogan/

►Talent Harbor – Website: https://talentharbor.com/

Episode 256 Chapters:  

00:00 – Introduction

00:42 – Entrepreneurship and Communication Challenges

02:39 – Ryan Hogan’s Entrepreneurial Journey

04:10 – Transition to Hunt a Killer

45:25 – The Role of EOS in Business Success

45:38 – Talent Harbour and Future Plans

In this episode of Better Business, Better Life, Debra Chantry-Taylor unpacks why January so often feels harder than it should for entrepreneurs and leadership teams, and why losing momentum early in the year is far more common than most people admit.

Debra challenges the idea that momentum is about speed, explaining instead that it is built through direction and consistency. She explores the five key reasons January momentum collapses, including unrealistic expectations, goals built on optimism rather than truth, avoiding last year’s unresolved issues, mismatched team energy, and the habit of trying to do everything yourself.

Drawing on real client stories and lived experience, Debra reframes January as a warm up month rather than a sprint. She encourages leaders to start with honest conversations, prioritise fewer meaningful actions, reset team rhythms, and address family business tensions that often surface over the holidays.

This episode is a grounded reminder that momentum is not created through hype or hustle. It comes from clarity, honesty, and giving yourself permission to rebuild at a sustainable pace. If January has already felt heavy or disappointing, this conversation will help you reset without guilt and move forward with confidence.

CONNECT WITH DEBRA:        
___________________________________________        
►Debra Chantry-Taylor is a Certified EOS Implementer | Entrepreneurial Leadership & Business Coach | Business Owner

►Connect with Debra: debra@businessaction.com.au

►See how she can help you: https://businessaction.co.nz/
►Claim Your Free E-Book: https://www.businessaction.co.nz/free-e-book/

Episode 255 Chapters:  

00:00 – Introduction

00:34 – January’s Emotional and Productivity Challenges

02:56 – Biological and Emotional Factors Affecting January Productivity

04:05 – Common Pitfalls and Real Examples of January Madness

08:59 – Rebuilding Momentum with Real Solutions

11:11 – Practical Tips for Maintaining Momentum

In this episode of Better Business, Better Life, Debra Chantry-Taylor is joined by Justine Parsons, founder of Your VA and The Lever, to explore the pivotal shift from managing a business to truly leading one. Justine shares her 27-year journey of building a virtual assistant business from the ground up, growing a team of more than 50 people, and eventually realising that success should not mean constant reactivity, exhaustion, or being needed for every decision. Together, Debra and Justine unpack the moment many founders face where the business works, but the role they are playing no longer does. The conversation dives into the emotional and practical challenges of stepping out of day to day management, trusting others to lead, and redefining what success looks like beyond revenue and growth. Justine reflects the importance of external support, mentorship, and frameworks like EOS in helping her create clarity, build a strong leadership team, and put the right people in the right seats. This episode is a powerful reminder that businesses are meant to serve their owners, not consume them. If you are feeling stuck in the weeds, questioning your role, or sensing it is time to move from managing to leading, this conversation will help you see what is possible on the other side. CONNECT WITH DEBRA:         ___________________________________________         ►Debra Chantry-Taylor is a Certified EOS Implementer | Entrepreneurial Leadership & Business Coach | Business Owner ►Connect with Debra: debra@businessaction.com.au ►See how she can help you: https://businessaction.co.nz/ ►Claim Your Free E-Book: https://www.businessaction.co.nz/free-e-book/ ___________________________________________ JUSTINE'S DETAILS: ►Justine Parsons – LinkedIn: https://nz.linkedin.com/in/justineparsons ►The Lever – Website: https://thelever.co.nz/ Episode 254 Chapters:   00:00 – Introduction 00:35 – Transitioning from Manager to Leader 03:24 – Challenges and Solutions with EOS 05:32 – Personal Success and Business Balance 08:43 – The Role of Leadership and Management 18:45 – Building a Strong Leadership Team 47:38 – The Journey to Becoming a Leader 48:03 – The Impact of EOS on Business Growth 48:32 – The Role of External Support in Business Success 50:54 – The Importance of Trust and Accountability 51:08 – The Journey to Personal and Business Freedom