⏱️ Timestamps

00:00 – Introduction to Matthew Regan & Team Building in Real Estate

02:00 – The Early Entrepreneurial Mindset: From Lawn Mowing to Real Estate

04:15 – Why Building a Real Estate Team Matters

06:00 – The Power of Hiring the Right Admin and Paying for Talent

08:00 – Leverage, Leadership, and the Apple Analogy

10:30 – Creating Culture and Accountability in a Team

13:00 – Building Horizontal Growth vs. Top-Down Leadership

16:00 – Lessons from Failure, Mentorship, and Finding Your “Why”

20:00 – Recruiting the Right Agents and Setting Benchmarks

33:00 – Confronting the Brutal Facts: Leadership, Meetings, and Growth

In this episode of TBORE – The Business of Real Estate Podcast, hosts Lynn Hoffmann and Eric Johnson sit down with Matthew Regan, team leader of Regan Irish & Associates, to unpack the real truth behind building a sustainable, high-performing real estate team. Matthew shares his journey from starting a lawn business at age 12 to leading one of the most successful teams under the RE/MAX Escarpment Niagara banner. From hiring his first admin to merging two powerful teams, this episode dives deep into what it takes to lead with purpose, structure, and culture in today’s competitive real estate landscape.

🔑 Key Topics Covered: How Matthew’s entrepreneurial beginnings shaped his real estate career Why treating your real estate business like a publicly traded company changes everything The importance of hiring admin support before adding agents How culture, communication, and accountability build longevity Why great leaders help team members find their own why The dangers of ego-driven teams and how to create shared success Confronting the “brutal facts” to prevent burnout and business collapse How consistent systems, meetings, and mindset lead to scalable growth

🎧 Perfect for: Real estate team leaders, brokers, recruiters, and solo agents ready to build smarter, scale faster, and lead better.

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