Between 2 Hats: LFG

In Episode 24 (Part 2) of Between Two Hats, Patrick Osman and Phillip Burton sit back down with Daniel French, CEO of Northpoint, for a sharp, wide-ranging conversation about real estate, grit, leadership, and the future of single-family rentals.

Daniel breaks down why SFR still feels like the “Wild West,” why Americans are wired to believe in home ownership, and why that mindset might need a reset. The discussion moves from growth markets like Austin, Phoenix, and Dallas to the bigger picture: long-term investing, institutional ownership, housing affordability, and what actually builds real wealth.

They also get into branding evolution, political ambition, team dynamics, scaling property management, and the importance of community impact in real estate. Daniel shares hard-earned lessons from building credibility with investors, navigating risk, and adapting to market cycles — without losing integrity.

This episode is about thinking long-term.
About grit over hype.
About building something that actually lasts.

If you’re in real estate, entrepreneurship, or leadership — this one hits.

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In this episode of Between Two Hats, hosts Patrick Osman and Phillip Burton sit down with Daniel French, CEO of Northpoint, for a raw, real conversation about family, failure, faith, and finding your true lane.

Daniel opens up about winning elected office at 28, getting absolutely crushed in a bigger political race soon after — and how that loss pulled him out of public service and straight into the private sector, where he knew he belonged. From there, the conversation goes way beyond titles and transactions, diving into fatherhood, gratitude, integrity, mentorship, and the pressure that comes with leadership.

This episode breaks down how loss sharpens perspective, why honoring your parents’ sacrifices matters, and why real wealth — in business and in life — is built on values, patience, and long-term thinking. Daniel also reflects on early real estate mistakes, resilience through adversity, and why integrity is the real competitive edge.

If you care about leadership with substance and building wealth the right way, this one hits home.

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👇 Listen now — and drop your biggest takeaway in the comments.

In Episode 22 of Between 2 Hats, hosts Patrick Osman and Phillip Burton sit down with Kait Feeney, Co-Founder and CEO of DenZen, for a raw and honest conversation about entrepreneurship, risk, and building a business that actually solves a real problem.

Kait shares her journey from working as a labor and employment attorney—helping companies lay people off—to questioning whether that was the legacy she wanted to leave behind. After watching friends across multiple industries lose their jobs and struggle to cover rent or mortgages, Kait saw a deeper issue: most people are one income disruption away from financial crisis.

That realization sparked the creation of DenZen, a platform designed to create a financial safety net for renters while protecting property partners from loss. In this episode, Kait breaks down how DenZen works, why portfolio-level risk modeling matters, and how removing individual credit barriers creates a system that can actually scale.
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In Episode 21 of Between 2 Hats, hosts Patrick Osman and Phillip Burton sit down with Kelly Brooks, CEO of Property Masters Inc, for a powerful conversation on leadership, culture, and what it really takes to scale a business without losing your people — or yourself.

Kelly shares her journey in the property management industry, from stepping into the business early on to helping grow and lead a company in an increasingly complex, remote-first world. She breaks down why company culture isn’t a perk — it’s the strategy, how accountability and positivity can (and must) coexist, and why ego is one of the fastest ways to kill trust inside a team.

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In Episode 20 of Between 2 Hats, hosts Patrick Osman and Phillip Burton sit down with Taylor Brakefield, CEO & Owner of PROS PM, for one of the most raw and inspiring conversations yet.

Taylor shares her journey in the property management industry — from early career lessons to navigating leadership in a male-dominated space, and ultimately making the decision to bet on herself and start her own company. After a defining moment made it clear there was no future for her where she was, Taylor walked away and launched PROS PM with just 11 doors. Today, she manages nearly 800.

This episode dives deep into what it really takes to build a business from the ground up: resilience, community, mindset, and the emotional weight that comes with leadership. Taylor opens up about hiring the right team, building a healthy workplace culture, balancing family and business, and handling the difficult situations no one prepares you for in property management.

If you’re an entrepreneur, property manager, or leader navigating growth, setbacks, or self-doubt, this episode is a powerful reminder that grit, clarity, and conviction can change everything.

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🏎️Life After NASCAR: Blake Koch on FilterTime and Entrepreneurship.

In Episode 19 of Between 2 Hats, hosts Patrick Osman and Phillip Burton sit down with Blake Koch, former NASCAR driver and founder of FilterTime, to unpack one of the most unexpected transitions you’ll hear — from professional racing to building a fast-growing, customer-first business.

Blake shares how being unexpectedly let go from NASCAR forced him to reinvent himself, why a frustrating trip to buy air filters sparked a business idea, and how obsessing over customer experience became the foundation of FilterTime’s growth. From partnering with Dale Earnhardt Jr. to expanding into property management and healthcare, this conversation dives deep into what it really takes to build a company that lasts.

The episode also explores the physical and mental demands of professional racing, the future of NASCAR and electric vehicles, the discipline required to compete at the highest levels, and why making life easier for customers is the real product every business is selling.

Whether you’re an entrepreneur, real estate operator, business leader, or just someone navigating a major career pivot, this episode delivers real lessons on resilience, belief, and building with intention.

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💼 The Leadership Lesson Every Property Manager Needs | Episode 18 | Bryan Jenkins

In Episode 18 of Between Two Hats, hosts Patrick Osman and Philip Burton sit down with Bryan Jenkins — military veteran, real estate investor, and President of Genstone Property Management — for a conversation packed with leadership gems, property management truths, and investment strategies that actually make sense in today’s market.

Bryan walks us through his journey from military service to property management, sharing the lessons, discipline, and mindset shifts that shaped how he leads people, handles HOAs, communicates with clients, and builds teams that actually solve problems instead of just pointing them out. The guys dive into the human side of business (yes, even in property management), why communication beats chaos every time, and how leaders can scale by building problem-solvers — not bottlenecks.

You’ll also hear Bryan break down modern real estate investing with straight-shooting clarity, from DSCR loans to Airbnb and corporate housing, plus how Genstone is building a “sticky ecosystem” with smart tech, better systems, and proactive management.

If you’re in property management, real estate investing, Airbnb, SFR/BTR, or you just love hearing how military leadership translates into business… this one’s for you.

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💼 From Subway to SFR Success | Jeffrey Tesch on Discipline, Cash Flow & Leadership

In this episode of Between 2 Hats, hosts Patrick Osman and Phillip Erik Burton sit down with Jeffrey Tesch, CEO of RCN Capital, to talk about his journey from running Subway franchises to becoming one of the most respected voices in private lending and real estate investing.

Jeff shares lessons from decades in the industry—on building relationships, maintaining discipline in any market, and spotting opportunities for cash flow even when the economy shifts. From his early days learning operations through sandwiches to leading a national lending firm, Jeff proves that mindset and consistency are the foundation of success.

💡 Highlights from this episode:

- How running a Subway franchise taught Jeff the fundamentals of business discipline
- The power of personal connections in real estate and leadership
- How to leverage equity and financing options for smarter investing
- Why positive cash flow deals still exist—even with high interest rates
- Building a winning culture through servant leadership and humility

What today’s market means for individual investors and long-term growth

This episode is packed with insights for real estate professionals, investors, and entrepreneurs looking to scale their mindset—and their portfolio.

📢Tune in to Between 2 Hats every Wednesday on YouTube, Spotify, Apple Podcasts, iHeartRadio, and more. Subscribe & hit the bell 🔔 so you never miss an episode!

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#RealEstate #PrivateLending #Entrepreneurship #Leadership #PropertyManagement #SFR #BTR #Discipline #BusinessGrowth #Between2Hats

🚀 Phil Yi: SFR, Entrepreneurship & How RVP Changes Resident Benefits

In this episode of Between Two Hats, hosts Patrick Osman and Phillip Burton sit down with Phil Yi—a former Navy submariner, McKinsey alum, and now CEO of Starship Residential and Chief Commercial Officer at Utility Valet.

Phil shares his inspiring journey from military service to the startup and real estate world, unpacking the timeless lessons of entrepreneurship, the role of trust in business relationships, and why cash flow and NOI are non-negotiables for scaling success.

💡 Highlights from this episode:

How Phil’s Navy background shaped his leadership and business strategy
The emotional resilience needed to thrive in entrepreneurship and startups
The balance between competition vs. collaboration in the SFR (Single-Family Rental) and BTR (Build-to-Rent) industries
Why sales skills and consumer experience drive long-term success
The launch of Utility Valet’s Resident Value Package (RVP)—a new approach to utility services and resident benefits designed to boost NOI and improve property cash flow

This conversation blends practical business insights with personal stories, offering valuable takeaways for anyone in real estate, property management, or entrepreneurship.

🎧 Don’t miss this deep dive into scaling trust, cash flow, and innovative solutions like RVP in today’s evolving market.


📢 New episodes drop on Wednesday! Watch on YouTube or listen on any major podcast platform. Subscribe & hit the bell 🔔 so you never miss an episode!

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#Entrepreneurship #RealEstate #PropertyManagement #SFR #BTR #ResidentBenefits #RVP #UtilityValet

In Episode 15 of Between Two Hats, Patrick Osman and Phillip Burton welcome Adam Haleck, CEO of Northpoint Asset Management, for a deep dive into the world of property management and real estate leadership.

From his beginnings in American Samoa to building a nationwide presence in SFR and BTR, Adam shares his journey of resilience, growth, and what it takes to lead in today’s competitive real estate market. He opens up about the importance of building authentic connections, the role of technology in creating seamless resident experiences, and why transparency and accountability are essential for lasting success.

The conversation dives into how a winning culture is built—one that empowers teams, prioritizes resident satisfaction, and adapts to market challenges. Adam also reflects on the lessons learned from scaling Northpoint across multiple states and markets, proving that strong relationships remain at the heart of every business.

In a powerful closing segment, Patrick, Phillip, and Adam address the tragic assassination of Charlie Kirk. Together, they condemn political violence, share empathy for Charlie’s family, and highlight the urgent need for respectful dialogue in today’s divided world.

Whether you’re an investor, property manager, or simply passionate about the future of real estate, this episode delivers valuable lessons on leadership, culture, and the human side of business.

📢 New episodes drop every Wednesday! Watch on YouTube or listen on any major podcast platform. Subscribe & hit the bell 🔔 so you never miss an episode!

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