Between 2 Hats: LFG
Between 2 Hats is a dynamic podcast hosted by Patrick and Phil, where they dive into business, life, entrepreneurship, and the world of sales, especially within the SFR (Single-Family Rental) industry. But beyond just business, the heart of the podcast is about people. Each episode features interesting guests with unique talents and experiences, giving listeners a behind-the-scenes look at their personal journeys. Instead of just focusing on success stories, Patrick and Phil aim to uncover the human side of entrepreneurship—what drives people, the challenges they’ve overcome, and what makes them tick. Listeners can expect real conversations, insightful takeaways, and a mix of humor and wisdom as they navigate through experiences in sales, investing, and life in general. It’s all about connections, stories, and getting to know people beyond their professional titles. The podcast is perfect for anyone looking for inspiration, real talk about business, or engaging conversations with fascinating people.
Episodes
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 fr...
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 h...
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 behi...
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 c...
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 defini...
🏎️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...
💼 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.
💼 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 b...
🚀 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 less...
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 abo...
In this heartfelt episode of Between 2 Hats, hosts Phillip Burton and Patrick Osman, along with special guest Adam Haleck, honor Charlie Kirk and reflect on the tragic events that recently shook America. They discuss Charlie Kirk’s character, his commitment to healthy debate, and the importance of civil discourse, even amid strong disagreements.
From Utah’s conservative culture to lessons on personal responsibility, faith,...
In Episode 14 of Between Two Hats, Patrick Osman and Phillip Burton sit down with Scott Tinkham, VP of Construction at ILE Homes, for a deep dive into the Single Family Rental (SFR) industry and what it takes to succeed in today’s market.
From his unexpected start in the limousine business to leading construction and rehab projects in real estate, Scott shares the lessons he’s learned about people, partnerships, and scalin...
In this deeply reflective episode of Between 2 Hats, hosts Patrick Osman and Phillip Burton sit down with Bobby Triplett—former music pastor turned real estate leader—to unpack the raw truths of fatherhood, friendship, and personal growth.
From his early dreams of rock stardom to becoming a key figure in the SFR (Single-Family Rental) and BTR (Build-to-Rent) real estate space, Bobby shares a powerful journey marked by fait...
What happens when three leaders drop the filter and get real about culture, politics, leadership, and what it actually takes to grow a business that lasts?
In Episode 12, Darren Williams—President of Portico Property Management—joins hosts Patrick Osman and Phillip Burton for a wide-ranging, unfiltered conversation that starts with cigars and ends with hard truths about America, company culture, emotional intelligence, and...
She grew up on construction sites in the Chicago suburbs — now she’s leading one of the most powerful vendor ops teams in the Single-Family Rental (SFR) industry.
In this episode of Between 2 Hats, we sit down with Stacy Lusader, Senior Manager of Vendor Experience at FirstKey Homes, for a raw, unfiltered conversation about leadership, hiring, and the human side of the SFR and real estate game.
From a legacy famil...
How do you go from signing every check to leading a real estate powerhouse?
In this episode of Between 2 Hats, we sit down with Richard Ross, CEO of Quinn Residences, to unpack what it really takes to build and scale a company in the SFR (Single-Family Rental) space. From CPA to public company boardrooms to launching Quinn from the ground up, Richard’s 40-year journey is the blueprint for bold leadership, smart risk, ...
Episode 9 — Inside Competitive Eating with JWebby 🔥
From 51 sausages in 8 minutes to 354 donut holes in 10, James Webb is not just a competitive eater — he’s a global force. Currently ranked #4 in the world, with 7 world records and a Guinness title under his belt, James takes us deep into the raw, strategic, and downright insane world of professional eating.
This isn’t about stuffing your face. It’s about disci...
🎧 Episode 8 — Jennifer Krenson: Operations, Parenthood & the Power of Listening
She didn’t just grow with the industry — she helped define it.
From leasing apartments with a paper application to running operations for 4,300+ homes, Jennifer Krenson has lived every side of this game.
📈 Multi-family, SFR, and now BTR — she’s seen it all.
💥 Faced the doubters.
🚧 Built teams from scratch.
...
This week on Between 2 Hats, we sit down with Luke Tomaszewski — founder of ProxyPics and a true game-changer in the world of real estate data collection.
From grinding out 18-hour days in his car as an appraiser to launching one of the most innovative tech platforms in the industry, Luke’s story is proof that frustration can fuel billion-dollar ideas.
Tired of wasting hours driving for simple exterior photos, he decid...
Beth O’Brien didn’t just step into the mortgage industry — she redefined it.
In this episode of Between 2 Hats LFG, we sit down with the powerhouse herself — Beth O’Brien, Founder & CEO of Encore Finance, and one of the most influential women in real estate finance. With over $20 billion in transactions under her belt and a legacy that spans Goldman Sachs, Citigroup, Auction.com, and CoreVest, Beth breaks down the mind...
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