The Retiring Real Estate Investor

Retiring Real Estate Investor
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Brandon Bruckman, from Insight Investment Advisers, talks to Real Estate investors about deferring taxes, earning passive income, understanding 1031 exchanges, Delaware Statutory Trusts, and more.

  1. 57: Ben and Eric Nelson - Wild Oak Capital

    10/07/2025

    57: Ben and Eric Nelson - Wild Oak Capital

    Summary In this episode of the Retiring Real Estate Investor podcast, host Brandon Bruckman engages with Eric and Ben from Wild Oak Capital to explore the intersection of real estate investing and lifestyle choices. They share their personal journeys into real estate, the importance of mentorship, and the necessity of taking action. The conversation delves into market insights, particularly focusing on Tulsa as a promising investment location, and discusses the dynamics of team collaboration in real estate. Additionally, they touch on the lifestyle changes that come with remote work and living abroad, emphasizing the importance of balancing work and personal life. Takeaways Real estate offers various pathways to financial success.Mentorship is crucial for navigating the real estate landscape.Taking action is essential; education alone isn't enough.Transitioning from single-family to syndication can be challenging but rewarding.Understanding market dynamics and having a reliable team is key.Establishing a clear buy box helps in identifying good deals.Current market conditions present unique opportunities for investors.Tulsa is an underrated market with strong growth potential.Lifestyle choices can significantly impact personal happiness and productivity.Protecting your time and calendar is vital for achieving work-life balance.Chapters 00:00 Introduction to Real Estate and Lifestyle 02:32 Personal Journeys into Real Estate 05:14 The Importance of Mentorship 08:20 Taking Action in Real Estate 11:01 Transitioning to Syndication 13:54 Market Insights and Team Dynamics 16:59 Understanding Buy Boxes and Deal Criteria 19:53 Current Market Conditions and Opportunities 22:45 Exploring Tulsa as a Market 25:45 Lifestyle Choices and Living Abroad 28:41 Balancing Work and Life 31:22 Final Thoughts and Connections Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    47 min
  2. 56: Dwight Dunton and Ryan Conoboy - Bonaventure

    09/22/2025

    56: Dwight Dunton and Ryan Conoboy - Bonaventure

    In this episode, Brandon Bruckman hosts Dwight Dunton, Founder and CEO, and Ryan Conroy, VP of Capital Markets, from Bonaventure, a multifamily investment firm. They discuss the evolution of Bonaventure, its unique market strategies, and the importance of vertical integration in real estate. The conversation delves into the role of debt as an asset, current market dynamics, and the challenges faced in financing. They also explore the differences between DST and 721 UpREIT structures, emphasizing the need for better alignment of interests in real estate investments. The episode concludes with a focus on future innovations in the industry. Takeaways Bonaventure manages approximately $2.75 billion in assets.The firm was founded out of necessity to manage family investments.Vertical integration is key to ensuring quality and returns.Debt is viewed as a strategic tool to minimize downside risk.Current market conditions present both challenges and opportunities.Long-term investment strategies are preferred to avoid tax leakage.The financing environment is becoming more challenging for sponsors.DST structures often misalign interests between sponsors and investors.Innovations in real estate investment are necessary for growth.The industry needs to focus on better alignment and transparency. Chapters 00:00 Introduction to Bonaventure and Its Founders 02:43 The Evolution of Bonaventure and Its Market Strategy 05:36 Understanding Vertical Integration in Real Estate 08:22 The Role of Debt as an Asset 11:10 Current Market Dynamics in Multifamily Real Estate 13:49 Navigating Opportunities Amidst Market Disruption 16:38 The Importance of Long-Term Investment Strategies 19:24 The Challenges of the Current Financing Environment 22:22 Comparing DST and 721 UpREIT Structures 25:19 The Need for Better Alignment in Real Estate Investments 27:53 Future Innovations in Real Estate Investment Strategies Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    41 min
  3. 55: Joel Miller - Author of Build Real Estate Wealth

    09/02/2025

    55: Joel Miller - Author of Build Real Estate Wealth

    Join host Brandon Bruckman as he sits down with seasoned real estate investor Joel Miller. With nearly five decades of experience, Joel shares his journey from a curious eighth-grader to a successful real estate mogul. Discover how Joel pioneered the mobile DJ business, balanced multiple careers, and eventually transitioned into hard money lending.  Key Topics: Joel's early interest in real estate and radio Transition from DJing to real estate investing The importance of maintaining multiple income streams Insights from Joel's book, "Build Real Estate Wealth" The role of mindset in real estate success Strategies for tenant selection and property management The difference between riches and wealth Joel's approach to retirement and passing on his legacy The evolution of real estate investing over decades Hard money lending as a retirement strategy Building a network within the real estate community The impact of economic cycles on real estate Balancing personal passions with professional pursuits The significance of off-market deals in real estate Guest Information: Name: Joel Miller Book: "Build Real Estate Wealth"  Website: JoelMillerBooks.com Call to Action: Visit JoelMillerBooks.com for more insights and to purchase Joel's book. Stay tuned for a deeper dive in our next episode! Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    48 min
  4. 54: Bryan J. Hayes - Convrzn

    08/08/2025

    54: Bryan J. Hayes - Convrzn

    Summary In this episode, Brandon Bruckman interviews Bryan Hayes, a senior associate at Tenant Services Group and a founder of Convrzn, a pioneer in voice intelligence technology. They explore the integration of AI in real estate, focusing on how voice AI can enhance market intelligence and client interactions. Bryan shares his journey from urban retail to founding a company specializing in voice AI, discussing the challenges and opportunities in adopting this technology. The conversation also covers the future of AI across various industries, including healthcare and government, and the importance of aligning AI with business values. Takeaways Voice AI streamlines market data gathering, offering real-time insights.Technology provides a competitive edge in real estate transactions.Customizing AI to reflect business personas aligns technology with company values. Embracing innovation encourages rethinking traditional business models. AI can transform client interactions and market intelligence in real estate. The future of AI spans multiple industries, offering vast potential. Aligning AI with business values enhances client relationships. Real estate professionals can leverage AI for better decision-making.Chapters 00:00 Introduction to AI in Real Estate  02:30 Bryan's Journey from Urban Retail to Voice AI  05:15 Role of Voice AI in Market Intelligence  08:45 Challenges and Opportunities in AI Adoption  12:00 Future of AI in Healthcare and Government  15:30 Customizing AI to Reflect Business Values  18:20 Embracing Innovation in Real Estate  21:10 Aligning AI with Business Personas  24:00 Transforming Client Interactions with AI  27:30 Final Thoughts and Future Directions Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    43 min
  5. 53: Matthew Incitti - Hamilton Point Investments

    07/18/2025

    53: Matthew Incitti - Hamilton Point Investments

    Join host Brandon Bruckman as he chats with Matthew Incitti from Hamilton Point about the dynamic world of real estate investment strategies since the 2008 financial crisis. Discover how Hamilton Point has adapted its approach from distressed asset acquisition to value-add strategies and current opportunities in high-growth markets like Texas and Florida. Key Topics: Evolution of real estate strategies post-2008 Insights into distressed assets and value-add approaches Current market opportunities in Texas and Florida Importance of flexibility and professional management Navigating capital market challenges Guest: Matthew Incitti, Vice President of Sales and Marketing at Hamilton Point Connect with Matthew: Website: HamiltonPointINV.com  LinkedIn: Matthew Incitti Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    35 min
  6. 52: John Christy - Craft & Sage Wealth

    04/01/2025

    52: John Christy - Craft & Sage Wealth

    Summary In this episode of the Retired Real Estate Investor podcast, host Brandon Bruckman, co-host Joshua Wright, and guest John T. Christy, CFP® discuss the unique financial needs of real estate investors. They explore the common pitfalls that investors face, the importance of holistic financial planning, and the critical role of estate planning.  The conversation emphasizes the need for real estate investors to integrate their investment strategies with tax planning and to consider their legacy and exit strategies as they build their portfolios. The episode highlights the often-overlooked aspects of financial advising for real estate investors and the importance of planning for the future. In this conversation, the speakers delve into the complexities of estate planning, sharing personal anecdotes and professional insights. They emphasize the importance of early planning, the challenges posed by complicated estates, and the necessity of strategic partnerships in navigating these issues. The discussion highlights real-life examples of messy estates and the emotional toll they can take on families, underscoring the need for clear communication and proactive planning. Follow John and his firm Craft & Sage Wealth on these socials: Website link: https://bit.ly/43sUwVX  Facebook: https://www.facebook.com/craftandsage Instagram: https://www.instagram.com/craftandsage/ LinkedIn: https://www.linkedin.com/company/craft-and-sage/ YouTube: https://www.youtube.com/@craftandsage Takeaways Real estate investors often lack communication with financial advisors.Many investors are unaware of the importance of holistic wealth management.Estate planning is frequently neglected by successful investors.The next generation often struggles with unplanned estates.Successful investors need to think about exit strategies early.Planning with the end in mind is essential for legacy management. Personal experiences illustrate the importance of estate planning.Complex estates can lead to overwhelming challenges for families.Understanding the intricacies of estate taxes is crucial.Regular updates to estate plans are necessary as circumstances change.A formal estate plan is better than relying on state defaults.Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    50 min
  7. 51: Ana Klein, CPA - AKK Tax and Accounting

    02/03/2025

    51: Ana Klein, CPA - AKK Tax and Accounting

    Summary In this episode, Brandon Bruckman interviews Ana Klein, a tax strategist specializing in real estate and founder of AKK Tax and Accounting. They discuss the importance of tax strategy for real estate investors, the differences between a tax strategist and a CPA, and how to engage with a tax strategist throughout the year. Anna shares insights on the strategies wealthy clients use to build wealth, the significance of real estate professional status, and the benefits of estate planning. They also touch on the challenges of IRS audits, the advantages of a virtual business, and the value of life coaching for business leaders. Takeaways Tax strategists focus on proactive planning, not just compliance.Good bookkeeping is essential for effective tax planning.Wealthy individuals often buy back their time by outsourcing tasks.Real estate can offset income from operating businesses.Real estate professional status is difficult to achieve but beneficial.Never gift properties; always pass them through inheritance for tax benefits.IRS audits can be managed with good record-keeping.Virtual businesses allow for flexibility and travel.Investing in expertise is crucial for success.Life coaching can enhance leadership skills and personal growth.Chapters 00:00 Introduction to Tax Strategy and Real Estate02:47 The Role of a Tax Strategist vs. CPA05:51 Engaging with a Tax Strategist Throughout the Year09:03 Wealthy Clients' Strategies for Success11:50 Real Estate Professional Status and Short-Term Rentals15:07 Navigating Retirement and Passive Income17:51 The Importance of Estate Planning and Trusts21:09 Understanding IRS Audits and Record Keeping23:56 The Benefits of a Virtual Business27:13 Investing in Real Estate: Current Focus29:54 The Value of Life Coaching for Business Leaders32:47 Final Thoughts and ResourcesSocial Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    37 min
  8. 48: Ruben Greth - Yrēfy

    11/20/2024

    48: Ruben Greth - Yrēfy

    Summary In this episode, Brandon Bruckman welcomes back Ruben, who shares insights into his evolving career in real estate and capital raising. Ruben discusses his transition from traditional real estate syndication to a debt fund model focused on student loans. He elaborates on the challenges of building a subdivision, the current state of capital raising, and the importance of marketing in attracting investors. The conversation also touches on the motivations of investors and the altruistic aspects of Ruben's business model, which aims to help borrowers while providing returns to investors. This conversation delves into the intricacies of debt, banking, and the dynamics of registered investment advisors (RIAs). It explores how banks operate, the nature of student loans, and the challenges of finding suitable RIAs for alternative investments. The discussion also touches on the importance of spiritual philosophy in business, emphasizing peace and ethical behavior as key components of success. The conversation concludes with practical advice for capital raisers and resources for further learning. Takeaways Ruben has transitioned from real estate syndication to a debt fund model.He has successfully raised over $4 million in a short time.Building a subdivision involves numerous unforeseen challenges. Investors need to understand their goals before investing in developments.The current capital raising environment is cautious, with many investors on the sidelines.Marketing plays a crucial role in attracting investors to capital raising efforts.The debt fund model offers lower risk and higher returns compared to traditional investments.Ruben's business model focuses on helping borrowers while providing returns to investors.Altruism in business can enhance capital raising efforts.Understanding the motivations of investors is key to successful fundraising. Student loans are unique as they lack collateral but are bankruptcy protected. Co-borrowers significantly mitigate risk in lending.Finding independent RIAs is challenging but essential for alternative investments.Alternative investments can serve as bond alternatives for portfolios.Peace should be a guiding principle in business decisions.Good human behavior is crucial for attracting success.Capital raisers should seek experienced partners for better outcomes.Connect with Ruben - https://www.linkedin.com/in/rubengreth/ Social Links: Podcast: The Retiring Real Estate Investor Follow us on Instagram: @InvestWithInsight Follow us on Facebook: @InvestWithInsight Follow Brandon on Linkedin: @BrandonBruckman Join the Facebook group: Invest with Insight Listen on Spotify: The Retiring Real Estate Investor Listen on Apple: The Retiring Real Estate Investor If you're looking to learn more about DSTs, 1031 exchanges and passive investing, visit www.investwithinsight.com The firm is a registered investment adviser with the states of KS, MO, WI, CA, AZ, TX, LA, and may only transact business with residents of those states, or residents of other states where otherwise legally permitted subject to exemption or exclusion from registration requirements.

    48 min
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About

Brandon Bruckman, from Insight Investment Advisers, talks to Real Estate investors about deferring taxes, earning passive income, understanding 1031 exchanges, Delaware Statutory Trusts, and more.

Information

  • Creator
    Retiring Real Estate Investor
  • Years Active
    2023 - 2025
  • Episodes
    58
  • Rating
    Clean
  • Copyright
    © 2025 The Retiring Real Estate Investor
  • Show Website
    The Retiring Real Estate Investor