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. 1D AGO

    Navigating the Complexities of Cancer Treatment: Insights from Bill Risser's Story

    In our analysis of a poignant blog post penned in 2012, we delve into the intricate experience of navigating chemotherapy as illustrated by Bill Risser. The central theme revolves around the unexpected ramifications of abruptly ceasing a long-standing caffeine habit amidst the challenges of cancer treatment. We explore how the interplay of aggressive medical regimens and daily routines can yield unforeseen complications, highlighting Bill's profound seven-day headache, which he initially attributed solely to chemotherapy. Through this examination, we uncover the significance of patient-led insights in medical care, emphasizing how personal habits can deeply influence one's treatment journey. Join us as we unpack the complexities of this narrative, shedding light on the resilience of the human spirit in the face of adversity. In an impassioned dialogue, the hosts unpack the complexities of navigating cancer treatment while grappling with the sudden loss of daily comforts. The episode meticulously outlines Risser's experiences following his initial chemotherapy session, particularly emphasizing the psychological burden of interpreting pain. The discussion reveals the dangers of attributing all discomforts to the effects of chemotherapy without recognizing the broader context of one’s lifestyle and habits. The hosts also emphasize the importance of patient-led knowledge, advocating for open communication between patients and healthcare providers, particularly regarding the impact of dietary habits on treatment outcomes. Through Risser's narrative, the episode ultimately champions the resilience of the human spirit, showcasing how humor and camaraderie can emerge in the most challenging of circumstances. Takeaways: In this episode, we delve into Bill Risser's personal reflections on his cancer journey, particularly focusing on his experiences during chemotherapy.The significant impact of sudden caffeine withdrawal is examined, illustrating how it can mimic severe chemotherapy side effects.We discuss the psychological effects of chemotherapy, emphasizing the importance of maintaining one's identity and normalcy during treatment.The infusion center is depicted as a space of unexpected camaraderie and humor, challenging traditional perceptions of cancer treatment environments.Bill's story serves as a poignant reminder of the interconnectedness of daily habits and health, highlighting how minor changes can have profound effects.The episode underscores the necessity of patient-led knowledge, revealing how personal insights can enhance medical understanding and care.

    21 min

  2. MAR 24

    Resisting the Narrative: Bill Risser's Approach to Cancer

    Cancer diagnoses often evoke an overwhelming sense of despair, yet today we explore a remarkable narrative that defies this expectation. Our discussion centers on Bill Risser, who, merely one week after receiving his cancer diagnosis, finds himself attending the US Open, a testament to the cognitive dissonance between his medical reality and personal identity. This episode delves into Bill’s transformative journey as he chooses to redefine his treatment experience through intentional language, referring to chemotherapy as "therapy." By framing his experience in this manner, Bill not only reclaims his agency amidst a daunting medical landscape, but also exemplifies the profound impact of language on our psychological and emotional responses to crises. Join us as we dissect the intricacies of his journey, illustrating how one’s perspective can fundamentally alter the experience of adversity. The narrative presented in this episode centers around Bill Risser's personal account of facing colon cancer, a journey chronicled through his blog and the lens of his experiences as a patient navigating a complex healthcare system. The hosts, Matt and Emily, engage in an insightful dialogue about the rapid progression from a routine colonoscopy to a stage three cancer diagnosis within mere weeks, illuminating the often jarring transitions that accompany such life-changing revelations. The essence of the conversation revolves around the cognitive dissonance experienced by patients confronted with a diagnosis that threatens to redefine their identity. Bill's decision to attend the US Open just days after receiving his diagnosis serves as a poignant example of his determination to assert his identity beyond the confines of his illness, a theme that resonates throughout the episode. The hosts delve into the significance of language in medical experiences, particularly how the terminology we adopt can shape our emotional responses and the perceived severity of our situations. Bill Risser's conscious choice to refer to his chemotherapy as 'therapy' exemplifies a powerful re-framing mechanism that allows him to reclaim a sense of agency in an otherwise overwhelming process. This shift from passive victimhood to active participation in one's treatment is a central tenet of the discussion, underscoring the importance of intentionality in how we frame our challenges. As the episode progresses, the hosts explore the implications of this mindset on Bill's psychological state, emphasizing the role of realistic optimism in fostering resilience during times of crisis. Ultimately, the episode serves as an invitation for listeners to reflect on their own narratives and the language they use in the face of adversity. Bill's journey underscores the notion that while we may not have control over the challenges that arise, we possess the power to influence our responses and the meanings we derive from our experiences. By fostering a conscious awareness of our language and the symbols we engage with, we can navigate our challenges with a renewed sense of purpose and empowerment, transforming our journeys into opportunities for growth and resilience. Takeaways: The profound psychological impact of a cancer diagnosis can lead individuals to assert their identity beyond the illness.Intentional framing of experiences, such as referring to chemotherapy simply as therapy, can significantly alter one's emotional response to treatment.Bill Risser exemplifies the importance of maintaining agency during a medical crisis through conscious narrative choices.The transformation of language surrounding illness is not merely semantic but rather a crucial psychological tool for coping and resilience.The concept of enclosed cognition highlights how the physical artifacts we carry can reflect and influence our psychological state during challenging times.By reframing chemotherapy as therapy, patients can engage more actively in their healing process, cultivating a sense of empowerment and control.

    22 min

  3. MAR 18

    Unpacking a Cancer Journey: Lessons from a Colon Resection

    This podcast episode centers around a profound and moving exploration of personal resilience in the face of cancer. We delve into the remarkable journey of Bill, who, after undergoing a colon resection surgery, has triumphantly celebrated 13 years of being cancer-free. To commemorate Colorectal Cancer Awareness Month in March 2026, we meticulously revisit Bill's poignant blog posts from 2012 and 2013, which chronicle his experiences during this tumultuous period. Through our discussion, we extract invaluable lessons from Bill's reflections, emphasizing the significance of gratitude and human connection amidst the challenges of recovery. Our aim is to illuminate the courage and wisdom that can emerge from such life-altering experiences, serving as a beacon of hope for others who may find themselves on a similar path. The episode unveils a poignant and transformative journey as Amy and Justin engage in a retrospective of a remarkable individual who has triumphed over colorectal cancer. As the hosts delve into Bill's personal archives, specifically his blog posts chronicling his colon resection surgery from 2012, they illuminate the profound significance of this retrospective in the context of Colorectal Cancer Awareness Month. Bill's narrative is a testament to resilience, reflecting on his initial fears and vulnerabilities as a 'surgery noob' at the age of 51, and celebrating his milestone of being 13 years cancer-free. The conversation explores the emotional and psychological ramifications of undergoing major surgery, revealing Bill's unique coping mechanisms, such as humor and gratitude, which transformed a daunting experience into an enlightening journey of self-discovery and empowerment. Through this deep dive, listeners are encouraged to appreciate the invaluable support of loved ones during times of adversity and the enduring strength of the human spirit. Furthermore, the episode intricately connects Bill's personal insights to broader themes of human connection and the essential role of community in recovery. The hosts emphasize that while advanced medical technology and treatment options are vital, the emotional support provided by family and friends remains irreplaceable. Bill's reflections on his hospital experience serve as a poignant reminder of the importance of empathy and understanding in healthcare settings, urging listeners to cultivate meaningful relationships with their caregivers. As they traverse the complexities of trauma recovery, Amy and Justin highlight the delicate balance between agency and vulnerability, advocating for a holistic approach to healing that encompasses both the physical and emotional aspects of recovery. This episode ultimately serves as an inspiring narrative of hope, resilience, and the profound impact of personal connections in overcoming life's challenges, urging listeners to embrace their own journeys with courage and tenacity. Takeaways: This podcast episode highlights the profound significance of gratitude in facing traumatic medical experiences, showcasing how it can shift one's perspective from victimhood to appreciation.The discussion reveals how humor can serve as a vital coping mechanism during recovery, offering a means to defang anxiety and maintain one's agency amid challenging circumstances.Listeners are encouraged to recognize the importance of building rapport with medical staff, viewing it not just as a nicety but as a strategic approach to enhance one's comfort and recovery process.A key takeaway is the emotional truth that in moments of vulnerability, the presence of loved ones profoundly impacts one’s psychological well-being during recovery from surgery.The episode emphasizes the importance of surrendering to medical processes, recognizing when to let go of control and allow healing to occur through professional care, such as using a pain pump.Lastly, the narrative underscores the resilience of the human spirit, as evidenced by the guest's determination to face chemotherapy with courage, encapsulated in the defiant phrase 'Bring it on.'

    19 min

  4. MAR 10

    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

  5. 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

  6. 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
  7. 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
  8. 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
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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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