Best Tyler Chesser Podcasts (2025)

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Tyler Chesser's Playbook: Achieving $2.1M Exits and $150M Targets in a Volatile Market 45:48

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2M ago45:48

45:48

In this episode, Brad chats with Tyler Chesser, co-founder and managing partner of CF Capital. Tyler leveraged his background as a top multifamily broker to scale his portfolio and develop CF Capital into a respected partner for investors. He shares his philosophy of constant improvement and details his journey from corporate America to real estate…

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John Casmon on 'Failing Forward' and the Power of Midwest Real Estate 1:04:58

2M ago1:04:58

1:04:58

In this episode, Brad chats with John Casmon, former marketing executive, founder and managing partner of Casmon Capital Group , and host of the top-rated Multifamily Insights podcast. John shares his journey from corporate America—where he survived two company bankruptcies that spurred his need for a "Plan B" —to a full-time real estate investor w…

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John Wijtenburg on Transforming a $100M Resort and the CRE Growth Operating System 28:47

2M ago28:47

28:47

In this episode, Brad chats with John Wijtenburg, founder of LXK Group, an expert in commercial real estate operations and systems, who helps investors and operators scale their portfolios while maintaining their core values. John shares his journey from an economist at Fannie Mae and an apartment broker to a successful hotel operator and asset man…

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John Todderud's Journey from Tech to Multifamily Syndication 31:48

3M ago31:48

31:48

In this episode, Brad chats with John Todderud, the founder of Cardinal Oak Investments and a former tech professional who transitioned into multifamily real estate. John shares his journey from buying small, rural properties to scaling a full-fledged syndication business. He opens up about the biggest lessons he learned from his "worst" and "best"…

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Beyond the First Deal: Scaling a Real Estate Portfolio with Ian Cruz 34:03

3M ago34:03

34:03

In this episode, Brad chats with Ian Cruz, a former CPA and boxing coach who has successfully transitioned into multifamily real estate. Ian shares his journey from his roots in big four public accounting to becoming a value-add multifamily investor focused on the Cincinnati, Ohio market. He discusses the importance of building a strong local team …

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Bruce Fraser on Distressed Multifamily and Macro Investing 43:35

3M ago43:35

43:35

In this episode, Brad chats with Bruce Fraser, a Forbes Real Estate Council Member and Managing Partner at Elkhorn Capital Partners. Bruce shares his unique journey from running a successful hedge fund for over a decade to becoming a multifamily investor. He explains how his background in macroeconomics led him to focus on hard assets, specifically…

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From Cybersecurity to $217M in Real Estate: Tenny Tolafari's Journey 28:51

3M ago28:51

28:51

In this episode, Brad connects with Tenny Tolafari, a cybersecurity professional turned real estate mogul and co-founder of Xsite Capital. Tenny shares his incredible journey from working 60-hour weeks in corporate America to building and managing a $217 million real estate portfolio. He recounts the full-circle story of a cold call that led to a v…

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Lessons from a $650M Portfolio: Insights from Real Estate Veteran Dusty Eddy 33:23

4M ago33:23

33:23

In this episode, Brad chats with Dusty Eddy, founder of Eddy Capital Group, and a veteran real estate investor with over 23 years of experience. Dusty, who has led over $650 million in multifamily investments and completed 15 full-cycle deals with impressive returns, shares his journey from an institutional background to building his own firm. He d…

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From Start-Up to $1 Billion Portfolio: Lessons in Commercial Real Estate with Carlos Salguero 53:32

4M ago53:32

53:32

In this episode, Brad chats with Carlos Salguero, an entrepreneur and real estate expert with over 20 years of business and investment experience. After starting four seven-figure companies and exiting one for an eight-figure sum, Carlos is now focused on helping others invest in commercial real estate and building a $1 billion portfolio. He shares…

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40 Years of Real Estate Experience with Arn Cenedella 36:40

4M ago36:40

36:40

In this episode, Brad chats with Arn Cenedella, founder of Spark Investment Group, who brings over 40 years of real estate experience, including 35 years as a realtor in Silicon Valley. Arn shares his transition from single-family to multi-family real estate investing, the lessons learned from his biggest investing mistake during the 2008 subprime …

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From LP to Operator to Business Owner: Sam Khairi’s Pivot from Real Estate to Entrepreneurship 32:38

5M ago32:38

32:38

In this episode, Brad chats with Sam Khairi, founder of Afto Capital and a former mechanical engineer who walked away from a secure 15-year career to chase freedom through real estate and business ownership. Sam shares his journey from passive investor (LP) to active syndicator (GP), the challenges of entering the multifamily space full-time in 202…

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From Wholesaling Hustle to 400+ Units: How Marine Veteran Joseph Kimbrough Built a Real Estate Empire 22:32

6M ago22:32

22:32

In this episode, Brad sits down with Joseph Kimbrough, Marine Corps veteran turned entrepreneur, and the CEO of both Baruk Capital Group and Apex Real Estate Investments. Joseph’s journey started with door-knocking and speeding tickets—and led to creative financing on a 400+ unit deal in Phoenix. We talk wholesaling, multifamily syndications, the i…

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From Boston House Hacker to Large-Scale Syndicator: Chris Lento’s Multifamily Journey 23:48

6M ago23:48

23:48

In this episode, Brad sits down with Chris Lento, founder and managing member of EM Capital Group, to hear how he went from hacking a four-unit house in East Boston to managing large multifamily syndications across the Southeast. With over 18 years of experience in multifamily real estate, Chris shares hard-earned lessons, a few war stories, and wh…

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From Physical Therapist to 800+ Units: Building a Purpose-Driven Real Estate Business with Lee Yoder 26:36

6M ago26:36

26:36

In this episode, we sit down with Lee Yoder, founder of Threefold Real Estate Investing, who went from physical therapist to full-time multifamily investor with over 800 units under management. Lee shares how he followed a calling to build something, overcame fear and resistance, and leaned into faith, family, and real estate to change the trajecto…

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From Aerospace to Apogee: How Jonathan Nichols Engineered His Multifamily Success 23:13

7M ago23:13

23:13

In this episode of First, Worst, Best & Next, host Brad Weaver sits down with Jonathan Nichols—CEO of Apogee Capital, aerospace engineer turned full-time real estate investor. Jonathan shares his transition from side-hustling real estate with his wife into full-scale multifamily syndication. From a fourplex house hack near AT&T Stadium to a 75-unit…

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Market Focus & Vertical Integration: Axel Ragnarsson's Multifamily Playbook 35:37

7M ago35:37

35:37

In this episode, host Brad Weaver talks with investor, entrepreneur, and podcast host Axel Ragnarsson, founder of Aligned Real Estate Partners and host of the Multifamily Wealth Podcast. Axel shares his journey from flipping cars in college to building a 450-unit multifamily portfolio focused in New Hampshire. He opens up about the hard lessons lea…

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From Land Flips to a Multifamily Mindset: How Jazmin Salinas Scaled Her Real Estate Portfolio 19:39

8M ago19:39

19:39

In this episode, host Brad Weaver talks with entrepreneur, investor relations manager, and founder of She Is Her, Jazmin Salinas. Jazmin shares her inspiring journey from immigrating to the U.S. at 19 to becoming a successful real estate investor with over 100 land transactions and 1,300 multifamily units. She dives into lessons from her early deal…

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Mac Shelton on Underwriting, Markets, and Management: Lessons from Multifamily Deals 25:25

8M ago25:25

25:25

This episode features Mac Shelton from Sweet Bay Capital discussing his experiences in multifamily real estate investing. Mac shares insights into his firm's investment strategies, detailing both successes and challenges. He dives into specific deals, including his "best" and most challenging, offering valuable lessons on underwriting, market selec…

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From Flipping Duplexes to a $100M+ Portfolio: Will Matheson’s Multifamily Journey 23:48

8M ago23:48

23:48

In this episode, Will Matheson of Matheson Capital shares how he went from brokering deals to building a $100M+ multifamily portfolio across the Southeast. He walks us through his first debt deal, the challenges of navigating COVID-era operations, and the keys to scaling profitably while protecting investor capital. Will also discusses lessons from…

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From Flipping to Multifamily: How Jason Yarusi Scaled His Real Estate Business 23:14

9M ago23:14

23:14

In this episode, Jason Yarusi shares his journey from starting in real estate by flipping houses to scaling his business to managing multifamily properties across multiple states. He discusses the importance of strategic planning, setting clear expectations with investors, and lessons learned from both successful and challenging deals. Key Takeaway…

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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

2+ y 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…

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E315 Marc Weisi – From Wall Street to Main Street: Success in Real Estate and Leveraging it to Design Your Ideal Lifestyle 59:12

2+ y ago59:12

59:12

Get ready for an inspiring conversation with Marc Weisi, a multifamily operator and owner with a background in financial analysis. This episode is filled with actionable insights to help you think bigger and overcome limitations. Buckle up and get ready to elevate your mindset! ✅KEY POINTS✅ ✅ Expertise in underwriting, debt structuring, capital rai…

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E314 Keith Wasserman – Compounding: Leveraging Common Sense, Grit, and Being a Contrarian to Scale Your Real Estate Holdings 1:01:02

2+ y ago1:01:02

1:01:02

Welcome to Elevate Podcast with Tyler Chesser. In this episode, Tyler sits down with Keith Wasserman, a world-class real estate investor, to discuss the power of compounding and how it can transform your real estate investing journey. They also delve into topics such as optimism, paranoia, and the importance of never giving up. Keith shares his ins…

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E313 Dr. Mikki Lake – Practicing Medicine on Your Own Terms: From Overwhelmed to Free by Intelligently Leveraging Real Estate Investments 55:55

2+ y ago55:55

55:55

In this inspiring episode, Tyler sits down with Dr. Mikki Lake, founder and managing partner of TitanCor Capital, cardiologist, and real estate investor. Dr. Lake shares her transformative journey from practicing medicine to living life on her own terms. Learn about Dr. Lake's rigorous medical training, her real estate journey, and the valuable les…

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E312 Matt Faircloth – Unleashing Your Authentic Self: Adding Value and Attracting Opportunities in Real Estate and in Life 57:50

2+ y ago57:50

57:50

In this episode, Tyler sits down with real estate investor and author Matt Faircloth. Together, they explore the mindset and strategies behind being an authentic investor, finding opportunities in challenges, and playing the long game in real estate. Matt shares his experience and insights gained from his years in the industry, including his journe…

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E311 Bernard Reisz – Investing in Great Assets, Elevating Your Tax Strategy & Leveraging the True Value of the NPV of What You Do with Tax Savings 1:03:22

2+ y ago1:03:22

1:03:22

In this episode, Bernard Reisz and Tyler discuss the importance of resourcefulness, surrounding yourself with the right people, and seeking professional advice for making informed real estate investment decisions. They also talk about strategic tax planning and optimization in real estate, including examples of 1031 exchanges and cost segregation s…

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E310 Chester Elton – Mastering the Art of Engagement: Fostering Teamwork and Collaboration for Success 1:15:18

2+ y ago1:15:18

1:15:18

In this episode, we are honored to have Chester Elton, a bestselling business author and organizational culture expert, as our guest. Join us as we delve into the world of high-performance real estate investing and personal development, where Chester will guide us through navigating uncertainty, inspiring others, and overcoming anxiety. With his ex…

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E309 Mark Kenney – How to Invest, Grow, and Scale in Multifamily Real Estate, Navigating Challenges and Overcoming Setbacks 1:03:07

2+ y ago1:03:07

1:03:07

In this episode, Tyler sits down with Mark Kenney, a highly respected voice in the multifamily real estate industry. Mark shares timeless wisdom and strategies used by successful investors in the real estate market. He also discusses how to navigate challenges, leverage setbacks, and develop a mindset that leads to success. Mark's wealth of experie…

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E308 Scott Lewis – Designing and Managing a Large Thriving Real Estate Investment Organization with Strategic, Operational and Tactical Excellence 1:02:27

2+ y ago1:02:27

1:02:27

Join us as Scott Lewis, CEO of Spartan Investment Group, discusses the importance of processes, from strategic to operational and tactical levels, and how Spartan has evolved from its initial plan. Discover the significance of institutional standards, attracting and developing leaders, and the continuous improvement mindset. Gain valuable knowledge…

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E307 Marshall Goldsmith – Breaking Through Limiting Beliefs: Unleashing Your Potential for Success and Happiness with the #1 Leadership Thinker in the World 1:02:31

2+ y ago1:02:31

1:02:31

Welcome to the Elevate Podcast. In this episode, Tyler is joined by the legendary Marshall Goldsmith, the world's number-one executive coach, and leadership thinker. Together, they delve into the powerful topics of overcoming limiting beliefs, shifting behaviors for greater success and happiness, and the secret to living an earned life. Buckle up a…

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E306 Chris Salerno – Create Your Own Luck: Leveraging Ambition and Burning Desire, Working Smarter and Harder Than Anyone Else 1:10:23

2+ y ago1:10:23

1:10:23

Welcome back to the Elevate Podcast with Tyler Chesser, where high-performing real estate investors gather to expand their mindset and achieve outstanding standards in their business and life. In today's episode, Tyler sits down with Chris Salerno, the CEO of QC Capital, to discuss how to work harder and smarter, and transforming yourself from aver…

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E305 Charles Carillo – Leveraging Real Estate Challenges to Grow Your Portfolio and Using a Buffer to Protect and Compound Your Wealth 58:20

2+ y ago58:20

58:20

Charles Carrillo visits Elevate Nation to talk about real estate investing, focusing on the importance of understanding property management and working with experienced investors. The conversation covers challenges in self-management and the importance of debt limiting beliefs. They also touch on topics such as tenant retention, market cycles, posi…

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E304 Pete VanderVeen – Become a Better Leader and Real Estate Investor with Emotional Intelligence 1:13:18

2+ y ago1:13:18

1:13:18

In this Elevate podcast episode, Tyler Chesser interviews Pete VanderVeen about his personal experience with trauma and becoming a successful servant-leader. They discuss the importance of addressing insecurities, empowering individuals, and embracing struggle and challenge to become the best version of yourself. Pete highlights the importance of n…

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E303 Tyler Chesser – The Power of Going Big: Unlocking Your Potential in Real Estate and Life 38:52

2+ y ago38:52

38:52

Welcome to Elevate! In this episode, Tyler Chesser explores the power of going big in real estate and life. Inspired by Steven Kotler's groundbreaking insights, Tyler emphasizes the importance of embracing our innate drive to go big and the negative impact of playing small. Get ready for an action-oriented and inspiring episode. Let's dive in! ✅ KE…

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E302 Amanda Cruise - Unleashing Abundance: How Real Estate Can Transform Your Life 58:33

2+ y ago58:33

58:33

In this episode of Elevate Podcast, host Tyler Chesser welcomes Amanda Cruise, a remarkable person who has transformed her life through real estate investing. Prepare to be inspired as Amanda shares her incredible journey, from a near-death experience to finding abundance and freedom by breaking free from the corporate world. Get ready to raise the…

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E301 Ivan Barratt – From Investor to Visionary: How to Think Bigger in Real Estate 1:04:21

2+ y ago1:04:21

1:04:21

Welcome back, Elevate Nation! Join Tyler Chesser as he sits down with the incredible Ivan Barratt, a multifamily real estate expert and syndicator. In this episode, you'll discover how to design a culture that compounds and grows, create an organization that outlasts you, and make a lasting impact. With valuable insights on mindset, personal develo…

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E300 Michael Glaspie - Elite Investing: Mastering the Art of Creative Problem Solving in Real Estate from a Green Beret 54:35

2+ y ago54:35

54:35

Join Elevate for a captivating episode as Tyler interviews Michael Glaspie, an exceptional real estate investor and Green Beret. Discover Michael's inspiring journey and gain insights into success strategies, personal growth, and development. Explore the fusion of combat experience and investing principles, unlocking powerful problem-solving approa…

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E299 Vanessa Alfaro - Syndicating Success: Leveraging Generative Artificial Intelligence (AI) for Exponential Real Estate Investment Growth 1:04:15

2+ y ago1:04:15

1:04:15

Vanessa Alfaro, a successful entrepreneur and real estate syndicator, makes an appearance on the Elevate Podcast to discuss the benefits of using AI in real estate for staying ahead of competitors and the importance of innovation, proactive action, and finding the right partners and employees. She and Tyler also discuss the increasing use of genera…

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E298 Dr. Benjamin Hardy - Why 10x is Easier than 2x and How You Can Achieve Exponentially More By Doing Less 1:12:21

2+ y ago1:12:21

1:12:21

Elevate Nation joins a conversation between Dr. Ben Hardy and Tyler Chesser on achieving a 10x future and qualitative transformation. We talk about shedding your linear identity, embracing the exponential mindset, and focusing on the 20% that truly matters to you. We’ll also discuss the importance of trust in transformational leadership and the "wh…

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E297 J Scott - Scaling Up: Techniques for Growing Your Real Estate Portfolio 1:04:36

2+ y ago1:04:36

1:04:36

Join us as we dive into the incredible real estate investing journey of J Scott, a best-selling author who has bought, built, rehabbed, sold, syndicated, and held over $70M in properties, and learn the strategies and insights that propelled him to success. Key Points from This Episode: ✅ How J got into real estate. ✅ Why J left high level position …

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E296 Arn Cenedella - Real Estate Evolution: Developing Your Gut Instinct 1:03:01

2+ y ago1:03:01

1:03:01

Join guest Arn Cenedella on "Evolving in Real Estate and Developing The Gut Instinct" as he explores the ever-changing landscape of the real estate industry. Arn and his guests will dive deep into topics such as market trends, investment strategies, and the importance of intuition in decision-making. With years of experience in the industry, Arn br…

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E295 K Trevor Thompson - How to Be An Obsessed Learner that Embraces Failure and Leverages Setbacks to Propel Your Success 54:51

2+ y ago54:51

54:51

Every investment deal is an opportunity to learn, and investors who take the time to reflect on their successes and failures can develop a more nuanced understanding of the business, as well as a more refined investment strategy. By being an obsessed learner, being ready to embrace failure, and using setbacks to your advantage, real estate investor…

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E294 John Chang - Commercial Real Estate Market Trends and Outlook For The Next Five Years: What Serious Investors Should Know 30:17

2+ y ago30:17

30:17

Despite cyclical headwinds such as rising interest rates and an inflationary economy, the real estate industry is taking a long-term approach to assets and displaying cautious optimism for sustained growth and strong returns. This raises the question – how can real estate investors reposition their businesses and investments to adapt to market chan…

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E293 Neal Bawa - The Financial Crisis of 2023 and The Impact on Your Real Estate Investments, Risk Mitigation Moving Forward and Seizing Opportunities In a Volatile Market 51:59

2+ y ago51:59

51:59

In March 2023, the biggest US bank failure since the 2008 global financial crisis happened as Silicon Valley Bank, a major lender to the tech industry collapsed from a bank run. The panic pushed two more US banks to fall over the edge while in the global banking stage, Credit Suisse, one of the world’s biggest financial institutions, had to be resc…

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E292 Pranay Parikh - Transform Your Life Through Identity and Income Diversification, Live By Your Core Values and Refine Your Strategy for Growth 1:01:22

2+ y ago1:01:22

1:01:22

How do you see and define yourself? A doctor? An engineer? A real estate investor? How about a doctor-artist? Or an engineer-poet-father? Or a real estate investor-podcaster-husband? We are an amalgamation of various aspects of ourselves that when taken together make up our self-identity. We are more than just one person, and diversifying our ident…