In this episode, host Dylan Scroggins and co-host Matt Speer engage with Devin Easterlin and Derek Bunyard as they share their entrepreneurial journey from real estate beginnings to building a successful property management company. They discuss their partnership dynamics, growth strategies, technology stack, and future vision for the industry. Links Devin on LinkedIn - https://www.linkedin.com/in/devin-easterlin-13760515/ Derek on LinkedIn - https://www.linkedin.com/in/derekbunyard/ Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/ Matt on LinkedIn - https://www.linkedin.com/in/mspeer/ PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://www.thekalmargroup.com/pm Subscribe to PropertyManagement.com's weekly Newsletter: https://propertymanagement-com.kit.com/subscribe-to-newsletter/ Chapters 00:00 The Founding Story of SJA Property Management 04:57 The Shift to Property Management Focus 09:47 Navigating Partnerships in Business 14:30 Decision-Making Dynamics in Leadership 19:13 Vision and Goals for the Future 23:41 Leveraging Technology in Property Management 27:08 Optimizing the Tech Stack for Efficiency 27:58 Consolidation and Courage in Tech Changes 28:45 Strategizing Growth in Property Management 29:28 Building a Dedicated Growth Division 30:22 Marketing Strategies for Sustainable Growth 32:13 Creating Quality Content for Engagement 33:54 Commitment to Marketing and Lead Generation 34:39 Defining the Ideal Customer Profile 37:16 Building a Strong Onboarding Experience 38:45 Embracing AI and Team Development 40:35 Community Impact and Philanthropy 41:55 Personal Growth Through Problem Solving 45:21 Favorite Tools and Resources for Success Disclaimer: The content of this podcast is for informational purposes only and does not constitute professional advice. Always perform your own due diligence before making any financial or business decisions.

In this episode, Dylan Scroggins with the Kalmar Group interviews Brian Bean, founder of DreamBig Property Management, about his journey into property management, the importance of advocacy, and the future trends shaping the industry, including AI and technology advancements.

Links Brian on LinkedIn - https://www.linkedin.com/in/brianbean/ Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/ Matt on LinkedIn - https://www.linkedin.com/in/mspeer/ PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://www.thekalmargroup.com/pm Subscribe to PropertyManagement.com's weekly Newsletter: https://propertymanagement-com.kit.com/subscribe-to-newsletter

Chapters 00:00 Introduction to Brian Bean and DreamBig Property Management 02:34 Brian's Journey into Property Management 05:43 The Meaning Behind 'Dream Big' 07:09 The Role of a Rental Home Advocate 12:30 Shifting Perspectives in Property Management 15:05 Emerging Trends in Property Management 21:03 Personal Growth Through Property Management 21:12 Rapid Fire Questions and Insights

In this episode of Unfiltered, host Dylan Scroggins with the Kalmar Group speaks with Rob Goral, president of Real Property Management Greater Milwaukee Suburbs. They discuss Rob's journey into property management, the process of acquiring a franchise, and the importance of technology in the industry. Rob shares insights on team structure, growth strategies, and adapting to changing marketing trends, particularly with the rise of AI. The conversation also touches on industry trends, personal experiences in property management, and future plans for operational excellence. Links Rob on LinkedIn - https://www.linkedin.com/in/rob-goral-9b712915/ Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/ Matt on LinkedIn - https://www.linkedin.com/in/mspeer/ PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://www.thekalmargroup.com/pm Subscribe to PropertyManagement.com's weekly Newsletter: https://propertymanagement-com.kit.com/subscribe-to-newsletter Chapters 00:00 Introduction to the Podcast and Guest 01:27 Rob Goral's Journey into Property Management 03:13 The Franchise Model in Property Management 05:11 Tech Stack and Software in Property Management 07:00 Team Structure and Management 08:21 Growth and Acquisition Strategies 09:40 Adapting to Changing Marketing Trends 12:32 Trends in the Property Management Industry 15:01 Portfolio Breakdown and Management Focus 17:36 Operational Excellence and Future Plans 20:45 Personal Growth Through Property Management 21:38 Lightning Round: Tools, Books, and Future of Property Management Disclaimer: The content of this podcast is for informational purposes only and does not constitute professional advice. Always perform your own due diligence before making any financial or business decisions

In this episode of Unfiltered, host Dylan Scroggins with the Kalmar Group speaks with Chas Foote, CEO of Grove, about his journey into property management, the challenges and opportunities within the industry, and the importance of professionalizing operations. Chas shares insights on acquiring property management businesses, the significance of customer relationships, and the evolving landscape of property management. He emphasizes the need for talented leadership and discusses the future growth potential in the industry. Links Chas on LinkedIn - https://www.linkedin.com/in/charles-foote/ Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/ Matt on LinkedIn - https://www.linkedin.com/in/mspeer/ PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://thekalmargroup.com/ Subscribe to PropertyManagement.com's weekly Newsletter: https://propertymanagement-com.kit.com/subscribe-to-newsletter Chapters 00:00 Introduction and Guest Introduction 02:42 Chas Foote's Journey into Property Management 06:17 Investment Thesis in Property Management 10:00 Professionalizing Property Management Operations 13:09 Acquisition Strategy and Business Growth 16:48 Entrepreneurship Through Acquisition (ETA) in Property Management 20:15 California Property Management Landscape 23:37 Learning and Adapting in Property Management 27:11 Reflections on Property Management and Personal Growth Disclaimer: The content of this podcast is for informational purposes only and does not constitute professional advice. Always perform your own due diligence before making any financial or business decisions.

In this episode of Unfiltered, host Dylan Scroggins and co-host Matt Speer interview Nik Boone, CEO of Ascend Real Estate and Property Management. They discuss Nik's journey from a young real estate agent to managing 1800 units, the growth of his company, and the challenges of property management in California. Nik shares insights on marketing strategies, the importance of Google reviews, and the impact of AI on the industry. The conversation also touches on personal growth through the challenges of property management and the evolving trends in the real estate market. Links Nik on LinkedIn - https://www.linkedin.com/in/nik-boone-8a212048/ Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/ Matt on LinkedIn - https://www.linkedin.com/in/mspeer/ PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://thekalmargroup.com/ Subscribe to PropertyManagement.com's weekly Newsletter: https://propertymanagement-com.kit.com/subscribe-to-newsletter Chapters 00:00 Introduction to Ascend Real Estate 01:56 The Journey of Nick Boone 03:51 Building Ascend Real Estate 09:16 Growth Strategies and Market Needs 12:16 The Power of Reviews and SEO 19:09 Navigating the Future of Property Management 21:28 Understanding Churn Rates in Property Management 22:08 Navigating Regulations in Property Management 24:24 The Reality of Lawsuits in Property Management 26:23 Trends in Property Management: Embracing Technology 29:25 Personal Growth Through Property Management Challenges Disclaimer: The content of this podcast is for informational purposes only and does not constitute professional advice. Always perform your own due diligence before making any financial or business decisions.

In this episode of Unfiltered, host Dylan Scroggins and co-host Matt Speer engage with Jason Wolf, CEO of Utah Property Solutions and founder of Property Management University. They discuss Jason's journey into property management, the challenges of educating teams, and the innovative approach of Property Management University in providing accessible training. The conversation explores the competitive landscape of property management education, the importance of technology, and the need for professionalization in the industry. Jason shares insights on team development, the business model of PMU, and the future opportunities within property management. Links Jason on LinkedIn - / jason-wolf-6499a13b Dylan on LinkedIn - / dylanscroggins Matt on LinkedIn - / mspeer Property Management University - https://pmuniversity.com/ PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://thekalmargroup.com/ Subscribe to PropertyManagement.com's weekly Newsletter: https://propertymanagement-com.kit.co... Chapters 00:00 Introduction to Property Management and Life in Utah 02:26 Jason Wolf's Journey into Property Management 05:19 The Birth of Property Management University 07:38 Current Offerings and Business Model of PM University 09:46 Course Structure and Learning Paths 12:40 Team Development and Hiring Practices 16:15 Customer Engagement and Education Solutions 18:15 NARPM and PM University: A Competitive Landscape 21:39 Future of Education in Property Management 24:32 The Importance of Training in Property Management 26:42 Bridging the Gap: Educating Homeowners and Investors 27:58 Using Training as a Sales Tool 29:52 Professionalizing the Property Management Industry 31:45 Addressing the Challenges of Small Property Management Companies 34:34 Personal Growth Through Property Management 35:18 Tools and Resources for Property Management 36:42 The Future of Property Management: Opportunities Ahead Disclaimer: The content of this podcast is for informational purposes only and does not constitute professional advice. Always perform your own due diligence before making any financial or business decisions.

In this episode of Unfiltered, co-hosts Dylan Scroggins and Matt Speer have an exciting conversation with guest Candice Cather, owner of STG Rental Management, discussing the journey of building a successful property management business in St. George, Utah. Candice shares her focus on quality service, the importance of team dynamics, and the impact of community on her business. They explore growth strategies, the significance of maintaining strong relationships with clients and real estate agents, and the future outlook for the property management industry. Links: Candice on LinkedIn - /candice-cather-3102472a/ Dylan on LinkedIn - / dylanscroggins Matt on LinkedIn - / mspeer PropertyManagement.com - https://propertymanagement.com/ The Kalmar Group - https://thekalmargroup.com/ Chapters 00:00 Introduction to Candice Cather and STG Rental Management 01:51 Candice's Journey into Property Management 02:32 Achieving a Perfect Net Promoter Score 05:32 The Importance of Team Culture and Communication 09:59 Building a Strong Team and Delegation 14:37 Community Impact and Business Philosophy 17:39 The Future of Property Management and Market Insights 24:57 Lightning Round and Final Thoughts

In this episode of Unfiltered, co-hosts Dylan Scroggins and Matt Speer sit down with Matt Nelson for a wide ranging conversation on what it takes to build trust, scale thoughtfully, and operate with discipline in modern property management. Matt shares lessons from growing up in a family-run property management business, navigating rapid portfolio growth and contraction, and refocusing on client alignment through performance based fees. The discussion also explores how surveys, technology, and emerging AI driven search are reshaping how operators communicate value and stay competitive in a changing regulatory environment.

They discuss: • Building a performance based property management model aligned with owner interests • Lessons from scaling to thousands of doors and refocusing on a core market • Using surveys and client feedback to improve operations and trust • The role of workflows, KPIs, and technology in creating efficiency • How AI search and content strategy are changing visibility for property managers

Links:

Matt Nelson on LinkedIn - https://www.linkedin.com/in/matt-nelson-2962497a/

Excalibur Homes - https://www.excaliburhomes.com/

Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/

Matt Speer on LinkedIn - https://www.linkedin.com/in/mspeer/

PropertyManagement.com - https://propertymanagement.com/

The Kalmar Group - https://thekalmargroup.com/

Topics:

(00:00:00) - Intro (00:02:21) - Matt Nelson's journey in property management (00:03:42) - Growth and expansion strategies (00:08:39) - The importance of surveys and client feedback (00:12:10) - Challenges and solutions in maintenance (00:14:46) - Leveraging technology and AI (00:19:53) - Building trust and transparency (00:20:23) - Future of property management (00:21:45) - Navigating government regulations (00:23:12) - Leveraging AI for visibility (00:23:37) - The importance of quality content (00:28:41) - Personal reflections and leadership (00:29:58) - Wrestling and life lessons (00:33:34) - Lightning round and final thoughts

In this episode of Unfiltered, Matt Speer and Dylan Scroggins sit down with Ed Riggenbach to unpack the realities of building and sustaining a property management business in a challenging Midwest market. Ed shares his journey from accidentally entering the industry to navigating mergers, partnerships, and long term plateaus at scale. The conversation explores the tradeoffs between growth and profitability, the emotional weight carried by operators, and the leadership shifts required as teams and families grow. Throughout the discussion, Ed offers candid reflections on patience, decision making, and what it really takes to professionalize a business over time.

They discuss: • Ed's path into property management and the early mistakes that shaped his leadership style • The decision to merge with a competitor and how that partnership unlocked scale and stability • Why staying at roughly 500 doors can be more intentional than chasing growth for its own sake • Managing people, emotions, and expectations in an increasingly intense operating environment • Balancing automation, AI, and process with the need for human connection and judgment

Links:

Ed on LinkedIn - https://www.linkedin.com/in/ed-riggenbach-04372441/

Welcome Home Milwaukee - https://whmilwaukee.com/

Dylan on LinkedIn - https://www.linkedin.com/in/dylanscroggins/

Matt on LinkedIn - https://www.linkedin.com/in/mspeer/

PropertyManagement.com - https://propertymanagement.com/

The Kalmar Group - https://thekalmargroup.com/

Topics:

(00:00:00) - Intro (00:02:14) - Ed's property management journey (00:05:07) - Early challenges and lessons learned (00:06:42) - Scaling up and merging companies (00:13:29) - Involving family in business (00:16:39) - Industry trends and emotional dynamics (00:21:29) - Embracing expertise in property management (00:23:46) - Navigating industry changes and growth (00:26:11) - Challenges in maintenance and operations (00:27:46) - Preparing for a transformative 2026 (00:30:46) - The role of AI in property management (00:34:00) - Personal reflections and future plans