Best Tyler Chesser Podcasts (2025)

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The Family Bank: Wealth and Wisdom Across Generations with Blake Johnson 45:10

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7d ago45:10

45:10

In this episode of Legacy Builders with Kyle McGee, our host Kyle McGee sits down with estate planning attorney Blake Johnson to talk about what it really takes to build wealth that lasts. Blake shares how to create a “family bank,” why parents should manufacture challenges instead of removing them, and how faith and intentionality shape a family’s…

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From Drafting Tables to Dream Homes: The Journey of Jason Langkammerer 44:42

14d ago44:42

44:42

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Building More Than Homes: Blaine Flynn on Life and Legacy 53:51

21d ago53:51

53:51

Blaine Flynn’s journey is anything but ordinary. From dropping out of high school at 16 to building one of the most respected home construction companies in Northwest Florida, his story is rooted in faith, family, and the mantra, “Why not me?”. In this episode, Blaine shares the lessons of resilience, the fine line between confidence and arrogance,…

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Belief Before Breakthrough: A Legacy Conversation with Tyler Chesser 52:20

1M ago52:20

52:20

In this episode of Legacy Builders with Kyle McGee, our host sits down with Tyler Chesser—co-founder and managing partner of CF Capital—to unpack his remarkable journey from a corporate career in marketing to building one of the country’s most trusted multifamily investment platforms. Tyler shares the mindset shifts, personal development breakthrou…

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From Exporting Wine to Building Empires: Alice Chen on Business and Legacy 49:02

2M ago49:02

49:02

In this episode of Legacy Builders, host Kyle McGee sits down with Alice Chen—entrepreneur, investor, and private equity fund manager—to explore her incredible journey from mergers and acquisitions law to building businesses across industries and scaling wealth through innovative strategies. Alice shares how her upbringing shaped her entrepreneuria…

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Football, Faith, and Foundations: Lessons and Legacy with Will Lowery 1:05:32

2M ago1:05:32

1:05:32

What does it take to turn a walk-on into a national champion and then into a business leader shaping entire communities? In this episode, Will Lowery shares his incredible journey—from grinding it out on Alabama’s legendary defense under Nick Saban to carving a career in real estate development at 68 Ventures. We dive into the discipline, mindset, …

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Be Comfortable Being Uncomfortable: A Conversation with Forrest Derr on Growth & Legacy 50:32

2M ago50:32

50:32

In this episode of Legacy Builders, host Kyle McGee sits down with Forrest Derr, an operator, strategist, and servant leader whose career has been defined by resilience, adaptability, and growth. From his first paper route at age 15 to nearly two decades in executive operations, to launching his own fractional COO firm, Forrest shares the lessons l…

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Vision, Mindset & Fulfillment: Building a Legacy with Jacob Hicks 49:04

2M ago49:04

49:04

In this episode of Legacy Builders with Kyle McGee, host Kyle McGee sits down with success coach Jacob Hicks, whose mission is to help leaders, entrepreneurs, and professionals find clarity, craft winning strategies, and live a life of true fulfillment. From his roots in sales to building a thriving coaching practice, Jacob shares the lessons he’s …

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Planting the Seeds of Legacy: A Conversation with Kurt Wilkin 47:27

2M ago47:27

47:27

In this episode of Legacy Builders with Kyle McGee, host Kyle McGee sits down with Kurt Wilkin, CEO of Hire Better and managing partner at Beatcave Capital. With over 25 years of experience guiding high-growth companies, Kurt brings raw honesty about the entrepreneurial journey—the wins, the failures, and the lessons that truly matter. From buildin…

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Turning Dreams into Better Lives: A Legacy Conversation with Camilo Giraldo 59:44

2M ago59:44

59:44

Camilo Giraldo’s journey is the embodiment of grit, vision, and legacy-building. From his family losing it all in Colombia to landing in Florida with just $1,000, Camilo has built a real estate, construction, and tech empire. In this episode, we explore his entrepreneurial hustle, the mentors who shaped him, his unwavering morning routine, and the …

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High Performance to High Impact: Joe Evangelisti on Purpose, Service & Legacy 44:26

2M ago44:26

44:26

In this episode of Legacy Builders with Kyle McGee, our host sits down with Joe Evangelisti—a Navy veteran turned real estate powerhouse and high-performance coach—to unpack what it really means to build a life of impact. From flipping 88 single-family homes in a single year to transitioning into multi-million-dollar self-storage developments, Joe’…

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Ministry in the Marketplace: Lessons in Leadership and Legacy with Mike Aman 56:02

2M ago56:02

56:02

Mike Aman’s journey is a powerful story of faith, resilience, and purpose. From facing bankruptcy three times to building and selling a thriving 20-year communications company, he discovered that true success isn’t measured in profits alone—it’s found in people, impact, and legacy. In this episode, Mike shares how surrendering to his faith, leading…

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Streamlining Success: David Hrizak on Real Estate, Mentorship & Living Fully 42:14

3M ago42:14

42:14

In this powerful episode of Legacy Builders with Kyle McGee, we sit down with David Hrizak, co-founder and CEO of The Streamline Companies, to explore his 29-year journey in real estate—from humble beginnings on the South Side of Chicago to creating a vertically integrated real estate empire in Arizona. David shares the defining moment that changed…

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Cultivating Curiosity: Navigating Legacy and Leadership with Lisa Wallenda Picard 42:01

3M ago42:01

42:01

In this captivating episode of Legacy Builders with Kyle McGee, host Kyle McGee sits down with Lisa Wallenda Picard, a trailblazer whose path has taken her from the big top of the Ringling Bros. Circus to the halls of the USDA, National Turkey Federation, and now the helm of the National Fisheries Institute. With a rich background in public relatio…

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Trust, Time, and Tenacity: Financial Journeys with Richard Wright 43:02

3M ago43:02

43:02

When Richard Wright’s parents helped him buy a house in his early 20s, he didn’t realize they were handing him the foundation of his future success. Now managing over $60M in assets, Richard reflects on how a small act of support became the legacy that shaped his career, mindset, and mission. In this episode, we talk about building wealth with inte…

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Teaching, Treating, and Trust: Building a Lasting Legacy with Dr. Jeff Buchalter 53:59

3M ago53:59

53:59

What do pain medicine, real estate, and leadership have in common? For Dr. Jeff Buchalter, they’re all part of a legacy built on integrity, curiosity, and compassion. In this episode, Kyle sits down with Dr. Buchalter to explore his entrepreneurial journey, the risks and rewards of private practice, how to lead with purpose, and why building a stro…

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Pensacola's Power Play: A Discussion with Greg Harris on Culture and Community 57:37

3M ago57:37

57:37

From Canada to the heart of the Gulf Coast, Greg Harris has built more than a championship hockey team—he’s built a movement. As owner of the Pensacola Ice Flyers, Greg shares how passion, community, and a bold leap of faith created a legacy far beyond the rink. In this episode, hear how his leadership philosophy of “be predictable” and “be a pro” …

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From Mobile Homes to Mindset Mastery: A Conversation with Alyssa Holbrook 47:16

3M ago47:16

47:16

In this episode, we sit down with high-performance coach and real estate investor Alyssa Holbrook to explore the inner transformation required to build a truly meaningful legacy. From buying her first mobile home at 14 to coaching top performers through mindset breakthroughs, Alyssa shares powerful frameworks on identity, resilience, intentional li…

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Legacy in Action: Building Experiences that Matter with Jonathan Griffith 52:10

3M ago52:10

52:10

What happens when a minor league baseball team becomes a major force for good in its community? In this episode of Legacy Builders with Kyle McGee, we sit down with Jonathan Griffith — President of the Blue Wahoos and Studer Entertainment & Retail — to talk about the real work behind building unforgettable fan experiences, company culture, and a le…

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Scaling with Purpose: The Power of Vision and Values in Business with Mark Faris 1:02:19

3M ago1:02:19

1:02:19

What does it take to go from professional hockey player to founder of a billion-dollar real estate business? In this inspiring episode, Kyle sits down with Mark Faris, CEO of Faris Team and Faris Capital Partners, to talk about building a legacy rooted in faith, family, and full-out execution. From hitting early sales goals to developing a 10,000-u…

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What It Really Means to ‘Be There’ – A Legacy Conversation with Alan Underwood 54:14

3M ago54:14

54:14

This week on Legacy Builders, Kyle sits down with Alan Underwood—a coach, capital strategist, and father of eight—who opens up about the years that nearly broke him: the loss of loved ones, a crumbling business, and hitting rock bottom emotionally and financially. But that’s not where Alan’s story ends. In one of our most powerful episodes yet, Ala…

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Pain, Property, & Purpose: A Masterclass in Mental Toughness with Gavin J. Gallagher 48:49

4M ago48:49

48:49

On this episode of Legacy Builders with Kyle McGee, our host sits down with Gavin J. Gallagher, Executive Director at Earlsfort Group and founder of the Elite Property Accelerator. Gavin opens up about inheriting a struggling business after the sudden death of his father, rising to wealth through real estate, and then losing it all—his fortune, his…

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Building Culture, Shaping Cities: A Discussion with Ashton Hayward 47:36

4M ago47:36

47:36

From busing tables to growing cities, Ashton Hayward’s journey is a testament to hustle, heart, and hometown pride. In this episode of Legacy Builders, Ashton opens up about his path from New York City executive to transformational mayor of Pensacola. He shares how embracing discomfort, thinking big, and leading with vision helped him spark a cultu…

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Building a Titan Mentality: A Conversation with Chad King about the Habits Behind High-Level Execution 59:46

4M ago59:46

59:46

In this episode of Legacy Builders with Kyle McGee, host Kyle McGee sits down with real estate powerhouse Chad King to unpack his journey from door-to-door copier sales to owning nearly $200 million in multifamily assets. Chad shares the ups and downs of flipping over 360 houses, transitioning into syndication, building Titan Capital Group, and his…

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Risk, Relationships, and Redemption: A Discussion with Rick Ormsby on Franchise Finance and Faith 44:13

4M ago44:13

44:13

Episode 20 of Legacy Builders with Kyle McGee is live! In this episode, Kyle McGee sits down with Rick Ormsby—Managing Director of Unbridled Capital and a leading voice in franchise investment banking. Rick shares his unexpected leap from corporate life to entrepreneurship, the power of intellectual curiosity, and how faith and integrity shape his …

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Legacy By Design: A Conversation with Richard McCool about Strategic Mindsets and Financial Legacies 54:30

4M ago54:30

54:30

Episode 19 of Legacy Builders with Kyle McGee is live! What does it really mean to build real wealth—and how do you protect it? In this powerful episode of Legacy Builders, Kyle sits down with Richard McCool, wealth strategist and co-founder of Blackwood Financial Group, to unpack what it means to create a legacy beyond dollars and cents. Richard s…

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Legacy in the Making: A Conversation with John Hosman on Purpose, Pivots, and Building Boldly 52:17

4M ago52:17

52:17

Episode 18 of Legacy Builders with Kyle McGee is now live! Join host Kyle McGee as he sits down with John Hosman for a powerful conversation about legacy, life pivots, and the journey of building something that lasts. From career changes to bold business moves, John shares how purpose and perseverance have shaped his path—and how he's laying the fo…

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Mindset and Motivation: A Conversation with Samantha Parrinello About Legacy and Personal Growth 49:12

4M ago49:12

49:12

Episode 17 of Legacy Builders with Kyle McGee is live! In this inspiring episode of Legacy Builders with Kyle McGee, host Kyle McGee sits down with Samantha Parrinello for a powerful conversation about building a lasting legacy and embracing personal growth. Together, they explore the mindset shifts that fuel motivation, how challenges shape charac…

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Evolution and Growth: A Conversation with Gene Whiddon III about Developing Your Legacy 45:05

4M ago45:05

45:05

Episode 16 of Legacy Builders with Kyle McGee is live! Host Kyle McGee sits down with visionary leader Gene Whiddon III for a powerful conversation on growth, evolution, and legacy. From personal transformations to building enduring impact, they explore what it means to adapt, lead with purpose, and leave something meaningful behind. Tune in for wi…

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The Legacy We Leave: A Discussion about Family, Purpose, and Resilience with Tal Clark 41:31

5M ago41:31

41:31

Episode 15 of Legacy Builders with Kyle McGee is live! In this powerful episode, host Kyle McGee sits down with Tal Clark to explore how life’s toughest moments can shape our purpose. Together, they unpack personal struggles, the meaning of resilience, and how to define a legacy that goes beyond ourselves. A must-listen for anyone striving to leave…

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Forging Your Own Path: A Conversation with Robert Rinke about Building Legacies from the Ground Up 1:18:29

5M ago1:18:29

1:18:29

Episode 14 of Legacy Builders with Kyle McGee is live! Join host Kyle McGee as he sits down with visionary entrepreneur Robert Rinke to explore the grit, mindset, and bold decisions it takes to build a lasting legacy from the ground up. From humble beginnings to industry impact, this episode is packed with real talk, practical wisdom, and the inspi…

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Perseverance and Commitment: A Discussion about Pushing through Challenges and Imposter Syndrome with Brian Ward 43:25

5M ago43:25

43:25

Episode 13 of Legacy Builders with Kyle McGee is live! In this powerful episode, we sit down with Brian Ward to explore what it really takes to push through life's challenges. From overcoming imposter syndrome to staying committed when the odds are stacked against you, Brian shares raw insights and actionable strategies to help you keep moving forw…

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Faith at the Forefront: How Your Faith Can Shape Your Journey with Nathan Pooley 44:52

5M ago44:52

44:52

Episode 12 of the Legacy Builders Podcast is live! In this episode, we dive deep into the powerful intersection of faith and legacy. Whether you're building a family, leading a community, or just figuring out your path, this conversation will challenge you to think bigger about the life you're living and the impact you're making. Tune in now and…

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Living Your Legacy - A Conversation About Growing Your Legacy with Tyler Gross 50:36

5M ago50:36

50:36

Episode 11 of the Legacy Builders Podcast is live! Legacy isn’t built on perfection—it’s shaped by the lessons we learn, the mistakes we own, and the commitment to keep going. Tune in as Kyle McGee sits down with Tyler Gross and dives into real stories of growth, resilience, and purpose, exploring what it truly means to leave something meaningful b…

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Fostering A Legacy: A Discussion About Growth, Faith, and Challenges with Rhys Rinke 51:50

5M ago51:50

51:50

Episode 10 of the Legacy Builders Podcast is live! 🎙 Tune in to hear Kyle McGee discuss scaling business, leaning into faith, and fostering legacies with Rhys Rinke. Managing owner of Levin Rinke Realty, Rhys Rinke dives into his story and evolution of both his business and personal life. Stay connected to the conversation by joining us on your fav…

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Learning About Legacy: A Conversation About Long-Term Legacy Building with Jeremy Johnson 35:15

5M ago35:15

35:15

In this episode of the Legacy Builders podcast, host Kyle McGee interviews Jeremy Johnson, a successful real estate agent and investor, and partner in Sunchase Companies. Jeremy shares his journey through trial and error, growing business, and continued education. Listen in as Kyle and Jeremy discuss different challenges and wins throughout their p…

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Growth and Grit - A Talk About Teamwork and the Future with Savannah Banfell 30:58

5M ago30:58

30:58

In this episode of the Legacy Builders podcast, host Kyle McGee interviews Savannah Banfell, a successful real estate agent transitioning from working with Sunchase to starting her own real estate business. Savannah shares her journey, her lessons in real estate, and her personal growth over the past four years. The conversation delves into overcom…

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A Legacy Through Community - Evolution and Success with Ira "Trip" Rowe 42:57

6M ago42:57

42:57

In this episode of the Legacy Builders podcast, host Kyle McGee interviews Trip Rowe, the owner of Rowe's Moving. Trip shares his journey from starting in the moving industry to building a successful business with a strong community focus. He discusses the importance of legacy, giving back, and the sacrifices made as an entrepreneur. The conversati…

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Hard Work and Family First - A True Legacy Talk with Roy McGee 35:00

6M ago35:00

35:00

In this heartfelt conversation, Kyle McGee interviews his grandfather, Roy McGee, reflecting on the values that shaped his life, including hard work, respect, and family. Roy shares stories from his upbringing in a small town, his transition into the construction industry, and the challenges of raising a family while moving frequently for work. The…

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Investing for Maximum Impact: Faith and Fruition with Slocomb Reed 52:02

6M ago52:02

52:02

In this episode of the Legacy Builders podcast, host Kyle interviews Slocum Reed, a real estate investor and property management expert. Slocum shares his journey from being a youth minister to becoming a successful real estate investor, emphasizing the importance of faith in business and the impact of money on others. He discusses his approach to …

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Foundations & Futures: Austin Tenpenny on Vision, Grit, and Generational Impact 34:23

6M ago34:23

34:23

In this inspiring episode of the Legacy Builders podcast, Kyle McGee sits down with developer and entrepreneur Austin Tenpenny, the driving force behind aDoor’s rapid growth in Northwest Florida and South Alabama. From his blue-collar roots in Tennessee to leading over $150 million in real estate deals, Austin shares how grit, integrity, and a rele…

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Building Relationships That Outlast Tough Times with Joe Fairless 40:07

6M ago40:07

40:07

Joe Fairless, co-founder of Ashcroft Capital with $2.8 billion in assets under management and creator of the Best Ever CRE Show podcast, shares his perspective on building a meaningful legacy through present actions rather than seeking long-term name recognition. • Legacy isn't about being remembered generations from now, but creating positive ripp…

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Beyond Success - Building a Legacy of Impact with Nathan Cox 45:16

6M ago45:16

45:16

Join host Kyle McGee as he sits down with Nathan Cox, founder and chairman of 68 Ventures, for an extraordinary conversation about redefining success, embracing risk, and creating a legacy that truly matters. From Marine Corps discipline to entrepreneurial excellence, Nathan shares raw insights into building a life of purpose, impact, and meaningfu…

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Unleashing Peak Potential: Legacy, Leadership & Life Strategy with Trevor McGregor 43:55

6M ago43:55

43:55

In this powerful and transparent conversation, Kyle McGee sits down with Coach T to unpack what it really means to live a life of freedom — not just financially, but emotionally, spiritually, and relationally. From conquering fear and discomfort to embracing the five freedoms that high performers pursue, this episode is packed with golden framework…

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An Important Announcement from Tyler 26:27

2y ago26:27

26:27

Growth = Change Change = Discomfort Discomfort = Growth A new chapter is coming... Follow me for future updates @thetylerchesser on Instagram, X and on LinkedIn Stay connected & partner with me at CF Capital at CFCapLLC.comBy Tyler Chesser

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E320 Peter Boockvar – Insights for Investor Action: Assessment of the Current Economic Landscape and Market Conditions from a Leading Voice in Finance 48:16

2y ago48:16

48:16

Elevate welcomes a special guest, Peter Boockvar, one of the greatest minds in finance. Get ready to gain insights into how you can read the current economic landscape, identify opportunities, and mitigate risks as an investor. This discussion is filled with actionable wisdom that will elevate your mindset and boost your performance. ✅KEY POINTS✅ ✅…

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E319 Tyler Chesser – Think and Raise More Capital: The Secrets of Building Trust, Aligning Investor Interests and Becoming an Elite Equity Raiser 24:47

2y ago24:47

24:47

Elevate Nation gets a special glimpse into Tyler’s recent presentation at the Raising Money Masterclass, hosted by Ruben Greth (of the Capital Raiser Show) where people can learn best practices for raising private money for multifamily syndication and other real estate investments. During his appearance, Tyler shares his insights into the importanc…

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E318 Vinki Loomba – Vibrating on the Wavelength of Your Dreams: Unleashing Your Potential with Manifestation in Real Estate 59:16

2y ago59:16

59:16

In this episode, we welcome Vinki Loomba, a visionary entrepreneur and strategist, who is the CEO and founder of Loomba Investment Group. We explore the power of manifestation and leveraging flow to create opportunities in commercial real estate. We also discuss the significance of finding purpose in real estate and experiencing a state of optimal …

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E317 Brien Lundin – From Gold to Geopolitics and Macroeconomics: Expert Investor Perspectives for the Long-Term, Wise Investor 1:08:51

2y ago1:08:51

1:08:51

In this conversation, Tyler sits down with Brien Lundin, the CEO of Jefferson Financial Inc. and the host of the prestigious New Orleans Investment Conference. Brien shares insights on the current geopolitical landscape, macroeconomic forces, and the opportunities and risks they present for investors. Discover the importance of real assets, includi…

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E316 Tyler Goble – How to Leverage Data Science to Transform Your Investments and Use Your Financial Success to Make Massive Impact 1:00:14

2y ago1:00:14

1:00:14

In this episode, Tyler Goble, owner of LTG Investments and data science expert, shares his insights on living with purpose, tapping into unlimited energy, and making a difference in the world through real estate and expertise. Get ready to be inspired and take action towards your goals. ✅KEY POINTS✅ ✅ Living with purpose and going big ✅ Tapping int…