Closing Market Weekly

Episode 24: Proactive Leadership


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In this solo episode of Closing Market Weekly, Phillip Hogan shares the inspiration behind his upcoming book, Relentless Excellence, and the real experiences that shaped his approach to business long before he ever became a CEO. Growing up in a household where both parents were entrepreneurs, Phillip was exposed early to sacrifice, discipline, and what it truly takes to build something meaningful from the ground up.


Phillip reflects on watching his parents divide roles, commit fully to their businesses, and operate in complete alignment. Through years of working alongside them, he learned that entrepreneurship often requires giving up short-term comfort in exchange for long-term opportunity. Those lessons, embedded early in life, later became the foundation for how he built and led his own companies.


The episode centers on one principle that continues to define Phillip’s leadership style today: proactive communication. He explains how his father taught him to anticipate problems before they happen, think strategically about risks, and take action early rather than reacting when things fall apart. This mindset, Phillip shares, became a major driver of growth and stability in his service-based business.


This episode offers a grounded look at how leadership is formed through observation, sacrifice, and daily habits—not titles. Tune in now to learn why proactive thinking creates stronger teams, better client relationships, and more resilient businesses.


Highlights of the episode:

01:00 – Introducing the book and family influence

02:05 – Growing up with two entrepreneur parents

02:45 – Learning sacrifice through example

03:40 – How his parents divided roles and stayed aligned

04:00 – The lesson of proactive communication

05:00 – Blending the roles of son and employee

05:50 – Long-term benefits of early business exposure

06:35 – Why proactive thinking prevents business crises

07:35 – Applying proactive communication in service businesses

08:35 – Building client relationships through anticipation

09:20 – The “third relationship” of business partners

10:00 – Final reflections and where to learn more


#LeadershipDevelopment #Entrepreneurship #ProactiveLeadership #BusinessMindset #FounderJourney #ServiceBusiness #FamilyBusiness #OperationalExcellence #LegacyThinking

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Closing Market WeeklyBy The Closing Market Weekly