The Real Estate Sessions

Bill Risser
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Interviews with real estate industry leaders, hosted by 25-year industry veteran, Bill Risser. The Real Estate Sessions was selected as the 2019 Inman Innovator Award Winner for Video/Podcast Show. Unlike many shows in the real estate space, Bill does not focus on investing, sales and marketing, or any specific topic. He focuses on his guest and does his best to get their backstory. Bill is curious by nature and finds the backstory of our industry's leaders fascinating. He has discovered lenders who were ballerinas, Chief Creative Officers who managed bands, and CEOs who sold vacuum cleaners (and not very well) in college. So, if you are looking for stories about industry leaders with a bit of strategy and business knowledge tossed in, give The Real Estate Sessions a shot.

  1. 2D AGO

    A Wake-Up Call: The Urgency of Screening for Colorectal Cancer

    The crux of this podcast episode revolves around the paramount importance of colorectal cancer screening, particularly as it pertains to the experiences shared by Bill, who recounts his own life-altering diagnosis. As we delve into the narrative, we explore the profound psychological implications of receiving such devastating news, juxtaposed against the backdrop of everyday life, thereby illustrating the universal nature of this experience. Bill’s candid reflections not only serve as a personal account but also resonate as a clarion call to our audience, urging them to prioritize preventive health measures. Through meticulous analysis of his journey, we aim to unpack the intricate interplay between emotional resilience and pragmatic decision-making in the face of adversity. Ultimately, the episode seeks to empower listeners to confront their health with urgency and diligence, fostering a communal commitment to proactive well-being. A Wake-Up Call: The Urgency of Screening for Colorectal Cancer The podcast episode embarks on a poignant exploration of the personal journey experienced by Bill, the host of the Real Estate Sessions podcast, as he navigates the harrowing diagnosis of colon cancer. It is March, designated as Colorectal Cancer Awareness Month, and the discussion underscores the critical importance of screening, a message that resonates deeply as Bill shares his own life-saving experience. The episode delves into the psychological processes that accompany such a sudden and life-altering event, illustrating the pragmatism with which Bill approached his diagnosis. This analytical lens serves not only to recount Bill's experience but also aims to provide listeners with actionable insights that could influence their own responses to similar crises. The statistical backdrop, citing that an alarming number of individuals receive the same devastating news daily, frames the narrative within a broader context, emphasizing the universal nature of such life challenges. As the episode unfolds, the hosts dissect the nuances of Bill's emotional response to his diagnosis. Rather than succumbing to despair, he exhibits an admirable capacity for compartmentalization, enabling him to transition into a problem-solving mindset. This shift is not merely a coping mechanism but a strategic approach that empowers him to take charge of his health decisions. The conversation reveals the significance of having a supportive network; Bill's interactions with his family provide a stabilizing force that fosters resilience in the face of adversity. The episode culminates in a compelling message directed at the audience—an urgent call to action regarding the importance of early detection and preventive measures against colorectal cancer, urging listeners to not only prioritize their health but also advocate for their loved ones. Takeaways: The podcast underscores the critical necessity of regular colorectal cancer screenings, especially for individuals over 50, emphasizing that early detection can significantly enhance survival rates and treatment success.The speakers analyze the psychological response to receiving a cancer diagnosis, showcasing how coping mechanisms such as compartmentalization can facilitate better management of overwhelming news.Through personal narrative, the podcast illustrates the profound impact of a supportive family dynamic during health crises, highlighting the importance of pragmatism and emotional regulation in navigating adversity.The discussion reveals that the sharing of personal health experiences within professional contexts can serve as a powerful tool for raising awareness and prompting action among peers, particularly regarding preventative health measures.Listeners are encouraged to actively engage with their loved ones about health screenings, with the message that even younger individuals should advocate for their older family members to pursue necessary examinations without delay.The episode culminates in a poignant reminder of resilience, with the narrative shifting from the weight of a cancer diagnosis to the empowering declaration of 'I will win,' symbolizing hope and determination in the face of adversity.

    17 min

  2. FEB 24 · BONUS

    Real Estate Sessions Rewind - Lindsay Dreyer, Owner/Broker - City Chic Real Estate (now Reverie Residential))

    Building a Unique Brokerage: A Conversation with Lindsay Dreyer Lindsay Dreier, the founder and broker of City Chic Real Estate in Washington, D.C., presents a compelling vision for the future of real estate, emphasizing the importance of equitable incentives for agents. In our discussion, she articulates a critical perspective on how disparate commission structures can inadvertently lead agents to favor some clients over others, thereby compromising the overall client experience. Lindsay proposes a unified commission model that fosters genuine partnership between agents and their brokerage, ultimately benefiting both parties and enhancing client satisfaction. Through her innovative approach, she not only redefines the agent-broker relationship but also demonstrates her commitment to serving a broad range of clients, from first-time buyers to seasoned investors. Join us as we delve into Lindsay's entrepreneurial journey, her insights on branding and technology, and her strategies for nurturing a culture of success within her boutique brokerage. The discourse presented in this episode encapsulates the remarkable journey of Lindsay Dreier, a prodigious talent in the real estate sector. As the founder and broker of City Chic Real Estate based in Washington, D.C., Lindsay offers an extensive narrative detailing her professional evolution and the innovative strategies she has implemented to thrive in a competitive market. Her narrative commences with her formative experiences in New Hampshire, where her early inclinations towards technology and design set the stage for her future endeavors. Lindsay's foray into the real estate industry is marked by her adeptness in leveraging digital platforms, which significantly contributed to her early success in sales, even during economically challenging periods. Lindsay's collaboration with Thousand Watt, a renowned branding agency, plays a pivotal role in her brokerage's rebranding efforts. She meticulously recounts the arduous yet rewarding process of redefining the identity of City Chic Real Estate, ensuring that it resonates with a diverse clientele that has evolved alongside the market. Central to the discussion is Lindsay's philosophy regarding equitable treatment of clients, emphasizing that agents should not be incentivized to prioritize certain clients over others based on commission structures. This ethos underpins her operational model, which seeks to foster an inclusive environment for both agents and clients, thereby enhancing the overall client experience. The conversation further explores the intricacies of running a boutique brokerage, including the significance of a robust support system for agents, especially in terms of marketing and client management. Lindsay articulates her commitment to nurturing a culture that emphasizes work-life balance, allowing agents the flexibility to thrive without the constraints of traditional office environments. Her insights, coupled with practical advice for aspiring agents, culminate in a compelling narrative that not only highlights her individual success but also serves as a guiding framework for others in the real estate domain. Takeaways: Lindsay Dreier emphasizes the necessity for a brokerage model that treats all clients equally, thereby ensuring agents are not inadvertently incentivized to prioritize certain leads over others.The rebranding process undertaken by City Chic was facilitated by Thousand Watt, highlighting the importance of aligning brand values with the evolving demographics of their clientele.Dreier's innovative approach to real estate includes embracing renters, viewing them as potential future homeowners and nurturing long-term relationships with clients throughout their property ownership journey.The efficiency of City Chic's operational model is exemplified by its minimal staff, allowing them to manage a significant volume of transactions while maintaining high service standards.Dreier advocates for the integration of technology in real estate, utilizing tools that streamline processes and enhance user experience for both agents and clients.The podcast underscores the importance of mentorship and training for new agents, suggesting that joining a supportive brokerage can significantly impact their success in a competitive market.

    37 min

  3. 12/31/2025

    Episode 430 - A Year of Change: Bill Risser's 2025 Recap

    The primary focus of this episode is a personal reflection on the significant events that transpired in the year 2025, as narrated by me, the host, Bill Risser. With a career spanning nearly 25 years in the real estate sector, I take this opportunity to share not only the highlights of my podcast journey but also poignant personal experiences that shaped the year. Notably, I recount the momentous occasion of my son Kevin's wedding in Asheville, North Carolina, as well as the subsequent reception hosted in Miami for family and friends. Furthermore, I reflect on the conclusion of the Die Happy Tour, which marked the end of a profound chapter in my life, culminating in the passing of my dear friend John. This monologue aims to encapsulate the myriad of emotions and milestones encountered throughout the year, providing listeners with insight into both my professional and personal realms. In an evocative solo episode of the Real Estate Sessions podcast, host Bill Risser embarks on a profound exploration of the year 2025, characterized by both joyous celebrations and poignant reflections. As he marks a decade of podcasting, Risser opts for a personal monologue that eschews the customary guest interviews, allowing for an unfiltered and intimate narrative. His nearly 25 years of experience in real estate informs his storytelling, yet this episode is less about the industry and more about the personal experiences that have shaped his life. Risser recounts significant personal milestones, such as the wedding celebrations of family members Kevin and Sarah, set against the breathtaking backdrop of Asheville, North Carolina. The vivid imagery he employs brings to life the narrow, winding roads leading to an enchanting Airbnb, creating a sense of adventure and familial joy. The narrative extends to a subsequent reception in Miami, further emphasizing the importance of family gatherings and the connections that bind us. Each anecdote serves to highlight the significance of love and community in navigating life's myriad challenges. Conversely, the episode does not shy away from the weighty themes of loss and remembrance, particularly as Risser reflects on the conclusion of the Die Happy Tour, dedicated to his beloved friend John, who passed away in November. This segment of the narrative is rich with emotion, as Risser shares the final golfing experiences they had together, entwining their shared passions with the poignant reality of mortality. Through these heartfelt reflections, Risser captures the essence of friendship, the bittersweet nature of farewells, and the enduring impact of cherished memories. As he looks forward to the next year, Risser expresses a desire to revitalize the podcast and reconnect with his audience, reinforcing the importance of ongoing dialogue and community in both real estate and life. Takeaways: The host, Bill Risser, reflects on his tenth anniversary of the podcast and shares personal highlights from the year 2025, marking a significant milestone in his journey.During the episode, Bill recounts the memorable wedding of Kevin and Sarah, noting the picturesque setting in Asheville, North Carolina, which provided a stunning backdrop for the celebration.Bill emphasizes the importance of personal connections and experiences, detailing a special family trip to Key West that included engaging activities such as a bike tour and viewing manatees.The episode also touches on the conclusion of the Die Happy Tour, a poignant chapter in Bill's life, reflecting on the impact of his late friend John and the fulfillment of promises made to him.In sharing these personal anecdotes, Bill illustrates how life events, such as weddings and family gatherings, have shaped his perspective on both personal and professional fronts throughout the year.Lastly, Bill expresses gratitude to his listeners for their support over the years, assuring them of a return to regular episodes in 2026, thereby strengthening his commitment to the podcasting community. Links referenced in this episode: ratethispodcast.com/resessions

    9 min
  4. Episode 429 - Reflections on Friendship: Remembering John Bjorlie

    11/18/2025

    Episode 429 - Reflections on Friendship: Remembering John Bjorlie

    This podcast episode serves as a poignant tribute to the late John Bjorlie, who recently passed away on November 13, a date that coincidentally marks his sister Lisa's birthday. I share my personal reflections on the profound impact John had on my life and the lives of those around him, particularly highlighting his unique sense of humor and indomitable spirit during his final months. Throughout our years of friendship, John exhibited an unparalleled ability to bring joy and laughter, exemplified by our memorable golfing experiences together. As I embark on the journey of compiling a book that encapsulates his essence and the stories we shared, I express my gratitude for the support of friends and family who stood by him during his illness. This episode not only honors John's legacy but also invites listeners to cherish the memories of those they hold dear. In a heartfelt tribute to John Bjorlie, the episode delves into the shared memories and experiences that defined their friendship. The speaker reminisces about their adventures, particularly their golfing escapades, which served as a backdrop for countless stories and laughter. The camaraderie developed on the golf course is emphasized, illustrating how John's jovial spirit and lighthearted banter enriched each round they shared. Specific incidents, such as John achieving multiple hole-in-ones and his unique approach to life, are recounted with fondness. The narrative not only celebrates John’s life but also acknowledges the collective grief felt by those who knew him. The speaker discusses the importance of preserving John's legacy through a book that will capture the essence of their friendship and the lessons learned along the way, enriching the lives of others through John's story. Takeaways: The first two weeks of November were traditionally filled with celebrations and birthdays, but this year marked a poignant change. John Bjorlie, a beloved friend, passed away on November 13, coinciding with his sister Lisa's birthday, symbolizing a personal connection between them. Throughout his life, John had a remarkable ability to bring joy to those around him, often through humor and wit. I recall fondly the numerous golf outings with John, where he demonstrated both passion for the game and a unique sense of camaraderie. The stories shared in this podcast serve as a testament to the profound impact John had on his friends and community. I am in the process of compiling a book that chronicles John's life and the memories we shared, aiming to honor his legacy.

    14 min
  5. Wayne Einhorn, President - Inner Circle Broker Coaching

    11/11/2025

    Wayne Einhorn, President - Inner Circle Broker Coaching

    In this discourse, Wayne Einhorn, the proprietor of Inner Circle Broker Coaching, covers the pivotal issues surrounding brokerage operations and the complexities of asset management within the real estate domain. He poignantly reflects on a critical juncture in his career, wherein he confronted the stark realities of financial mismanagement, emphasizing the necessity for brokers to cultivate repeatable cash flow and establish sustainable business models. Furthermore, we delve into the essential competencies required for effective recruitment and retention, alongside the significance of nurturing a brokerage that not only thrives but also offers a lucrative exit strategy for its owners. Einhorn's insights underscore the transformative potential of coaching and mentorship in enhancing the operational efficacy of brokerages while fostering a conducive environment for growth and profitability. As we engage in this enlightening dialogue, we aspire to illuminate the pathways available for brokers to transcend the traditional constraints of their profession and achieve unprecedented success. Creating a Sustainable Brokerage: Wayne Einhorn's Key Principles  In this engaging conversation, Wayne Einhorn shares his extensive expertise in real estate brokerage with host Bill Risser, shedding light on the essential components of running a successful brokerage. Einhorn recounts his journey from a fledgling agent to a prominent coach, discussing the critical lessons learned throughout his career. He highlights the importance of establishing a brokerage that not only generates revenue but also offers a fulfilling lifestyle for its owner. The episode delves into the intricacies of business models in real estate, emphasizing the necessity for brokers to understand their financial health and the value of repeatable cash flow. Einhorn's insights into recruiting and retention strategies provide listeners with practical tools to enhance their brokerage operations. Furthermore, the conversation touches on the current state of the real estate market, juxtaposing the Canadian and U.S. markets and discussing the implications for brokers. The episode serves as a vital resource for real estate professionals, offering a wealth of knowledge on building and sustaining a profitable brokerage in an ever-changing landscape. Takeaways: Wayne Einhorn emphasizes the importance of establishing a business model that provides repeatable cash flow, ensuring long-term stability and profitability. The podcast highlights the necessity for brokers to develop a clear exit strategy, ideally five to ten years in advance, to maximize business value upon sale. Einhorn discusses the critical role of effective recruiting and retention strategies in maintaining a successful brokerage, particularly in a competitive market. The conversation reveals that successful brokers are those who prioritize business health checks to identify areas for improvement and growth. Wayne shares that integrity and work ethic are paramount qualities for individuals seeking to thrive in the brokerage business, as these traits cannot be taught. Finally, Einhorn suggests that new agents should focus on understanding the vast possibilities within the real estate industry, particularly in today's favorable market conditions. Links referenced in this episode: RealEstateBrokerCoaching.com

    37 min
  6. Norma Rawlings, President - BrokerVMA Inc.

    11/04/2025

    Norma Rawlings, President - BrokerVMA Inc.

    Mergers and Acquisitions: Insights from BrokerVMA's Norma Rawlings In this enlightening discourse, we engage with Norma Rawlings, the esteemed founder of BrokerVMA, who shares the nuanced complexities of valuations and mergers within the real estate sector. Norma's extensive experience, spanning nearly 25 years, imbues her insights with a depth of knowledge that is both compelling and informative. We delve into the intricacies of how real estate brokerages can strategize their exit plans to maximize value, highlighting the importance of aligning with potential buyers who share similar values and business philosophies. The conversation further explores the distinctions between the Canadian and American real estate landscapes, particularly in the context of operational practices and ancillary revenue generation. As we traverse these pivotal topics, it becomes evident that understanding one's unique market niche and building a legacy are paramount for success in this dynamic industry. In this insightful episode, Bill Risser welcomes Norma Rawlings, whose expertise in real estate valuations and mergers and acquisitions presents a rare perspective on the industry. Norma's journey from a family law attorney to a successful entrepreneur in real estate finance is a testament to her adaptability and keen business acumen. Throughout the conversation, she discusses the foundational principles of valuing real estate brokerages, stressing the significance of understanding the market value and the financial metrics that underpin successful transactions. The dialogue also touches upon the importance of fostering relationships that are mutually beneficial, thereby creating environments where both buyers and sellers can realize their aspirations. Norma shares compelling anecdotes from her experiences, illustrating the common pitfalls that brokers encounter when navigating the sale of their businesses, and the vital need for realistic expectations regarding valuations. The episode also explores the cultural nuances and regulatory frameworks that distinguish the Canadian real estate market from its American counterpart, offering listeners a comprehensive view of the industry's operational landscape. Takeaways: Bill Risser introduces the podcast as a platform for discussing real estate stories and insights, emphasizing its longevity and extensive episodes created over the years. Norma Rawlings shares her journey from family law to real estate, highlighting her educational background and the evolution of her career towards mergers and acquisitions. Broker VMA, co-founded by Norma, focuses on assisting real estate companies with valuations and mergers, aiming to help them exit successfully while maintaining their legacy. The conversation covers the differences between real estate practices in Canada and the U.S., particularly regarding revenue generation and regulatory environments. Norma's experiences reveal that a significant question from brokerage owners is about the worth of their business, emphasizing the importance of proper valuation processes. The podcast concludes with insights on the essential qualities for new real estate agents, stressing the value of expertise and local knowledge in developing a successful career. Links referenced in this episode: brokervma.com

    30 min

  7. 10/21/2025

    Episode 426 - The Latest Adventures of Jason Pantana

    Empowering Real Estate Professionals: Jason Pantana's Blueprint for Success The primary point of this episode centers on the transformative impact of artificial intelligence on real estate marketing, as articulated through the insights of Jason Pantana. Bill Risser, the host, offers a comprehensive overview of Jason's contributions to the field, highlighting his role in equipping agents and entrepreneurs with the tools necessary to navigate the evolving landscape of digital marketing. The discussion emphasizes the significance of Jason's AI Marketing Academy, which is designed to streamline marketing efforts through actionable training and innovative strategies. Furthermore, the episode recounts Jason's extensive background with Tom Ferry International, underscoring his influence in shaping marketing practices within the real estate sector. As we delve into this discourse, we aim to illuminate the essential strategies that enable real estate professionals to leverage AI effectively, ensuring they remain competitive in an increasingly digital marketplace. Bill Risser's latest monologue serves as a profound exploration of the intersection between real estate marketing and the burgeoning field of artificial intelligence, featuring the influential figure Jason Pantana. Risser, a seasoned veteran in the real estate industry, draws upon his extensive experience to articulate the transformative potential of AI in reshaping how real estate professionals engage with their clients and market their services. Through his personal anecdotes and observations from various Tom Ferry events, Risser paints a vivid picture of Pantana's impact on the industry, emphasizing the shift from traditional marketing approaches to more innovative, technology-driven strategies that resonate with today’s consumers. The episode delves deeply into the methodologies that Pantana has developed as part of his role with Tom Ferry International, where he has been instrumental in guiding agents to rethink their digital presence and embrace AI as a powerful marketing ally. Risser highlights the importance of Pantana’s YouTube channel, which serves as a treasure trove of information ranging from SEO tactics to the latest AI tools, thereby equipping agents with the knowledge necessary to navigate the complexities of modern marketing. Furthermore, Risser discusses the AI Marketing Academy, a pioneering initiative designed to arm agents with practical skills and resources to leverage AI effectively, transforming it from a mere buzzword into a tangible business advantage. Ultimately, this episode is a clarion call for real estate professionals to adapt and thrive in an era dominated by technological advancement. Risser’s narrative underscores the urgency of embracing innovative marketing techniques that not only enhance operational efficiency but also elevate the client experience. By sharing Pantana's insights and strategies, Risser provides a roadmap for agents seeking to elevate their marketing prowess and establish themselves as thought leaders in the real estate domain, thereby ensuring their sustained success in a competitive landscape where adaptability and foresight are paramount. Takeaways: Bill Risser, the host of the Real Estate Sessions podcast, has nearly 25 years of experience in real estate, and he enjoys sharing the stories of industry leaders. In episode 426, Bill discusses the significant impact of AI and digital marketing strategies on the real estate sector, emphasizing Jason Pantana's contributions. Jason Pantana's YouTube channel serves as a valuable resource for real estate professionals seeking to enhance their marketing skills through AI tools and strategies. The AI Marketing Academy introduced by Jason Pantana provides agents and entrepreneurs with essential training, workflows, and automation strategies to optimize their marketing efforts. Bill highlights the importance of evolving marketing techniques in light of AI advancements, urging real estate professionals to adapt to stay competitive. The podcast encourages listeners to subscribe to Jason Pantana's YouTube channel and explore the AI Marketing Academy for transformative marketing education.

    5 min

  8. 09/16/2025

    The REALTOR’s Game: How Golf Mirrors the Art of Focus at Work

    Patience and Persistence: The Golfing Approach to Real Estate Success This podcast episode elucidates the profound parallels between the disciplines of golf and real estate, emphasizing that success in both arenas is underpinned by the principles of focus, adaptability, and persistence. I delve into the notion that the ability to concentrate amidst distractions—whether on the golf course or during client interactions—significantly influences outcomes. Furthermore, I explore the importance of preparation and the establishment of a consistent routine, drawing a compelling comparison between a golfer's pre-shot routine and a realtor's daily practices. The episode also highlights the necessity of maintaining mental fortitude in the face of challenges, advocating for techniques such as visualization and mindful breathing to cultivate resilience. Ultimately, I encourage listeners to recognize that regardless of the field, the mastery of focus remains the cornerstone of achieving enduring success. The podcast articulates the intricate parallels between the realms of golf and real estate, elucidating how the principles governing success in both domains are fundamentally intertwined. The host, Bill Risser, draws upon his extensive experience in the real estate sector to underscore the necessity of discipline, focus, and preparation. In his monologue, he likens the meticulous pre-shot routine of a golfer to the preparatory rituals that realtors engage in prior to client interactions. Emphasizing the importance of mental fortitude, Risser posits that both golfers and real estate professionals must cultivate resilience and patience in the face of setbacks. He poignantly illustrates that the ability to maintain concentration amidst distractions is paramount for achieving success, whether one is addressing a client’s needs or executing a golf swing. Risser deftly navigates through various anecdotes and insights, drawing attention to the psychological challenges that both golfers and realtors encounter. He notes that a single adverse experience, such as a lost client or a misplayed golf shot, can significantly impact one's confidence and subsequent performance. Consequently, he advocates for the establishment of mental routines—be it through meditation, journaling, or strategic visualization—that can aid in maintaining composure and focus. This exploration culminates in a profound revelation: the triumph of both golfers and real estate agents hinges not on the absence of error, but rather on the capacity to recover, adapt, and persist despite the inevitable challenges that arise in their respective fields. Takeaways: The similarities between golf and real estate underscore the importance of focus and discipline. Preparation and routine are critical for Realtors, much like the pre-shot routine in golf. Both Realtors and golfers must develop the ability to block distractions to succeed. In both fields, resilience and patience are key to navigating setbacks and challenges.

    8 min
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About

Interviews with real estate industry leaders, hosted by 25-year industry veteran, Bill Risser. The Real Estate Sessions was selected as the 2019 Inman Innovator Award Winner for Video/Podcast Show. Unlike many shows in the real estate space, Bill does not focus on investing, sales and marketing, or any specific topic. He focuses on his guest and does his best to get their backstory. Bill is curious by nature and finds the backstory of our industry's leaders fascinating. He has discovered lenders who were ballerinas, Chief Creative Officers who managed bands, and CEOs who sold vacuum cleaners (and not very well) in college. So, if you are looking for stories about industry leaders with a bit of strategy and business knowledge tossed in, give The Real Estate Sessions a shot.

Information

  • Creator
    Bill Risser
  • Years Active
    2015 - 2026
  • Episodes
    501
  • Rating
    Clean
  • Copyright
    © Copyright 2026 Bill Risser
  • Show Website
    The Real Estate Sessions

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