The Real Estate Sessions

Hosted by Bill Risser

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500

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Aug 2026

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About the show

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.

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60 recent

August 25, 202650 min

Real Estate Sessions Rewind - June 10-2025 - Michelle-Berman-Mikel - Transformative Experiences: Real Estate Lessons from Michelle Berman

This podcast episode centers on the imperative for real estate professionals to embrace their entrepreneurial spirit and take ownership of their business development. As solopreneurs, agents and mortgage professionals must actively cultivate their own revenue streams, as no one will do it for them. I engage in a profound dialogue with Michelle Berman, an accomplished entrepreneur and author, who elucidates the necessity of self-reliance in the industry. We delve into her personal journey, discussing challenges she faced, including the loss of her father to cancer and the impact of her competitive swimming career on her life. Throughout the episode, we explore the significance of authenticity and connection in establishing a successful real estate business, underscoring that each agent must chart their own unique path to success. The episode presents a profound examination of the intersection between personal experiences and professional success, particularly through the lens of Michelle Berman's life. As she recounts her upbringing in Southern California and her journey into the realm of real estate, Michelle emphasizes the importance of authenticity and the courage to carve one's own path, diverging from familial expectations and societal norms. The discussion encompasses various pivotal moments in her life, including her athletic pursuits, academic choices, and personal relationships, all of which contribute to her unique perspective as a businesswoman. Furthermore, the episode introduces the concept of the 'black line'—a metaphor derived from her swimming background—symbolizing focus and determination amidst life's challenges. This metaphor is artfully woven into her teachings on social media prospecting, where she advocates for a strategic approach that transcends conventional methods. By urging new agents to leverage their individual stories and connect with others authentically, Michelle provides valuable insights into the transformative potential of personal narratives in establishing a successful career in real estate. Takeaways: As real estate professionals, we must embrace our roles as solopreneurs and drive our own success. The transition from working within teams to building an independent business requires proactive effort and personal motivation. The podcast serves as a platform for sharing stories that inspire others in their real estate careers. Developing a unique personal brand and presence in the market can lead to significant career advancements. The importance of resilience and adaptability in the face of life challenges is crucial for long-term success. Building genuine relationships and connections through social media can enhance professional opportunities in the real estate sector.

July 7, 202649 min

Real Estate Session Rewind - Episode 404, Jack Miller - CEO and President of T360

Exploring the Transformative Insights of Jack Miller on Real Estate The key point of this podcast episode is the profound transformation occurring within the real estate industry, particularly regarding the evolving roles of buyer's agents and listing agents, as articulated by our distinguished guest, Jack Miller, CEO and President of T360. In this insightful dialogue, Miller elucidates the necessity for real estate professionals to articulate their value proposition more effectively, thereby establishing themselves as indispensable advisors to consumers rather than mere salespersons. He shares his extensive experience within the industry and highlights the imperative of adapting to the changing landscape, particularly in light of recent legal developments that challenge traditional practices. Moreover, Miller emphasizes the importance of fostering genuine connections with clients and the broader community, which not only enhances professional success but also enriches personal fulfillment. As we delve into these critical topics, listeners will gain a comprehensive understanding of the current state of the real estate market and the strategies that can be employed to thrive amidst change. The dialogue between Bill Risser and Jack Miller unfolds a comprehensive exploration of the evolving landscape of the real estate industry, particularly in light of recent legal and market transformations. Jack Miller, the esteemed CEO of T360, articulates the pressing need for real estate agents to redefine their value propositions, particularly in the wake of significant changes brought about by legal challenges to traditional commission structures. He emphasizes that buyer's agents must now clearly communicate their value, moving beyond the historical reliance on the listing agents to negotiate their compensation. The discussion delves into the implications of this shift, suggesting that agents who proactively showcase their contributions will not only enhance their professional stature but also improve their business outcomes. Miller shares insights from the Opportunity Report, which serves as a pivotal resource for agents navigating these changes, underscoring the importance of adaptation and forward-thinking strategies in a competitive market. Takeaways: Jack Miller emphasizes the significant value provided by buyer's agents and listing agents within the brokerage system, highlighting their essential role in benefiting consumers in real estate transactions. Throughout the episode, Jack Miller advocates for real estate professionals to engage with their past clients to affirm the value they provide, thus combating feelings of inadequacy regarding their contributions to the industry. Miller shares insights on the evolving real estate landscape, particularly the necessity for buyer agents to articulate their value proposition independently of listing agents' negotiations. The discussion reveals a crucial shift in the real estate industry, advocating for the separation of MLS governance from association governance to enhance transparency and accountability in the market. Jack stresses the importance of community engagement, urging new agents to build meaningful relationships outside of their professional lives to cultivate a supportive network that fosters career longevity. The Opportunity Report is introduced as a pivotal resource for real estate professionals, providing strategic insights and trends that can guide practitioners in adapting to imminent changes within the industry. Links referenced in this episode: TheOpportunityReport.com dangerreport.com

June 16, 20261 hr 8 min

Real Estate Sessions Rewind - Ep 358 - Building Relationships: Lessons from the Podcast's Eighth Anniversary with Shelley Zavitz, Sean Carpenter and Joe Rand

The primary focus of this podcast episode revolves around the significant impact of personal gestures in the real estate industry, as illustrated through poignant anecdotes shared by the participants. We delve into the importance of fostering relationships and creating memorable experiences for clients, as demonstrated by the story of a real estate agent who delivered a bag of rock salt to clients during the winter season. This thoughtful act not only provided practical assistance but also resonated deeply with the clients during a challenging time, thereby reinforcing the value of genuine care in business interactions. Additionally, we explore various perspectives on customer service, emphasizing the necessity for agents to engage with clients on an emotional level and to view their roles as more than mere transactions. Through these narratives, we aim to inspire listeners to elevate their service standards and to recognize the profound influence of small, meaningful actions in cultivating lasting client relationships. Takeaways: The podcast celebrates its eighth anniversary, reflecting on the journey of creating over 400 episodes with various guests. Bill Risser emphasizes the importance of building relationships and providing meaningful service in real estate. Sean Carpenter shares an inspiring story about exceptional customer service from a shuttle bus driver named Fred. The discussion highlights the need for real estate agents to engage in honest and impactful marketing strategies. Joe Rand critiques the trend of transitioning successful agents into management roles, arguing it detracts from their strengths. Shelley Habits discusses the value of understanding audience emotions in marketing, emphasizing the importance of connection.

June 2, 202647 min

The Intersection of Creativity and Real Estate: Marc Davison's Journey with 1000Watt

Marc Davison, the Chief Creative Officer of 1000watt, elucidates the profound intersection of creativity and real estate branding in our discussion. His journey from the music industry to real estate provides a unique perspective on how emotional resonance shapes brand identity, a concept that he emphasizes as pivotal in distinguishing successful brands from their competitors. We also delve into the significance of mentorship for new agents, underscoring that the responsibility of guiding clients through critical real estate transactions necessitates a foundation of experience and collaboration. Additionally, as the Signal event approaches in June 2026, Davison's insights into the evolving landscape of real estate marketing are particularly timely. Join us as we explore the intricate narratives that drive the real estate industry forward through the lens of Davison's extensive experience and innovative thinking. The episode features an in-depth conversation with Marc Davison, a figure whose career spans the realms of music and real estate marketing. The host, Bill Risser, illustrates the profound impact Marc has had on rethinking branding within the real estate industry. The dialogue takes listeners through Marc's early years in New York City, where he was steeped in a culturally rich environment that fostered his creativity. He reflects on how this diverse upbringing shaped his understanding of branding, leading him to recognize the power of emotional connections in marketing. Marc articulates the stark difference between rational branding—characterized by logical appeals—and meaningful branding, which resonates with consumers on a deeper emotional level. This fundamental insight is particularly relevant for real estate professionals, as it underscores the need to create narratives that engage potential clients beyond mere transactions. As the conversation unfolds, Marc shares anecdotes from his transition into real estate marketing, detailing the founding of Thousand Watt and its mission to innovate within the industry. He elaborates on the challenges faced by new agents, advocating for the importance of mentorship and community support in building successful careers. Ultimately, the episode serves as a rich resource for anyone interested in the intersection of creativity and business strategy, providing listeners with both inspiration and practical guidance for navigating their own paths. Takeaways: Marc Davison's transition from the music industry to real estate illustrates the importance of adaptability in one's career journey. Understanding the distinction between rational and emotional branding is crucial for effective marketing strategies. During economic downturns, innovative companies often seize opportunities that arise from competition and market shifts. Building a strong personal brand in real estate requires understanding the mechanics of branding, rather than relying solely on individual identity. Mentorship is vital for new real estate agents, enabling them to navigate the complexities of the industry effectively. Thousand Watt's agency model emphasizes active involvement in branding and marketing rather than merely consulting, setting it apart in the industry.

May 5, 202619 min

Episode 439 - The Psychological Landscape of Surviving Cancer: Lessons from Bill Risser

The central theme of this podcast episode revolves around the extraordinary journey of Bill Risser, who documented his eight-month battle with colon cancer, culminating in a poignant reflection on the value of life's simple pleasures, epitomized by his cherished gelato. Through his narrative, we explore the profound psychological and emotional toll of enduring relentless chemotherapy, which not only stripped him of autonomy but also reshaped his identity as he navigated the harrowing landscape of illness. Bill's story serves as a compelling illustration of resilience, emphasizing the significance of community support as an essential component in confronting life's formidable challenges. As we dissect his final blog entry, we delve into the metaphors he employs—the elephant, the ants, and the gelato—that encapsulate his experience and coping mechanisms. Ultimately, this episode beckons listeners to consider their own struggles and the vital role of support networks, while advocating for proactive health measures to reclaim one's life amidst adversity. The podcast episode provides an intimate and profound examination of Bill Risser's extraordinary journey battling colon cancer over an arduous eight-month period. The discussion intricately weaves together themes of personal struggle, community support, and the significance of reclaiming one's identity amidst the trials of illness. The narrative begins with a vivid portrayal of the emotional and physical toll of chemotherapy, highlighting the stark contrast between the debilitating experience of treatment and the simple pleasure of indulging in gelato. Bill's poignant metaphor of the gelato, particularly the alpine caramel and tiramisu flavor, emerges as a central symbol of hope and normalcy, representing his ultimate reward at the end of a harrowing road. As the hosts unpack Bill's final blog entry, they explore the psychological strategies he employed to navigate his ordeal. The metaphor of 'elephants' signifies the monumental challenges he faced, while 'ants' symbolize the network of support that proved crucial to his survival. This discussion emphasizes the importance of community in sustaining one's mental and emotional well-being during times of crisis. The speakers elucidate Bill's approach of breaking down overwhelming obstacles into manageable tasks, a cognitive strategy known as temporal shrinking that enables individuals to cope with the immense weight of their circumstances. Moreover, the episode serves as a powerful reminder of the necessity of routine medical checkups, as exemplified by Bill's experience with early detection. The hosts urge listeners to take proactive steps regarding their health, echoing Bill's passionate advocacy for awareness and action. In summation, this episode is a rich exploration of resilience, identity, and the transformative power of small joys, inspiring audiences to reflect on their own lives and the support networks that sustain them through challenging times. Takeaways: The podcast episode explores the profound psychological journey of Bill Risser during his battle with colon cancer, emphasizing the stark contrast between the grueling nature of treatment and the simple joys of life. Bill's narrative illustrates how the act of focusing on manageable, immediate tasks can transform overwhelming challenges into achievable goals, a strategy known as temporal shrinking. The importance of community support is highlighted through Bill's metaphor of an 'army of ants', underscoring the necessity of a social network in navigating the tribulations of serious illness. Bill's ultimate reward for enduring chemotherapy was a specific gelato flavor, symbolizing the reclamation of his identity and normalcy after a harrowing medical experience. The episode provides a compelling argument for the necessity of regular medical checkups, particularly colonoscopies, as a preventative measure against colon cancer, framed through Bill's own life-saving experience. Listeners are encouraged to reflect on their personal struggles, identifying their own 'elephants' and 'armies of ants', thus fostering a sense of connection and shared resilience.

May 2, 202618 min

Episode 438 - Navigating the Final Stretch: Insights from a Cancer Journey

The central theme of this podcast episode revolves around the intricate psychological and physical challenges encountered by a patient nearing the end of their colon cancer treatment. As we delve into a deeply personal journal entry from 2013, we explore the metaphorical race toward the finish line of therapy, emphasizing the significant mental and emotional toll that accompanies such a medical journey. The author poignantly illustrates how the anticipation of an April 12th completion date serves as a psychological anchor, providing a semblance of control amid the chaos of their treatment. We also examine the essential role of a supportive community and the adaptive strategies employed by medical professionals, highlighting the delicate balance between clinical protocols and the human need for hope and normalcy. Ultimately, we reflect on the profound transition that occurs post-treatment, where the challenge shifts from active combat with illness to the uncertain waiting period that follows. The narrative presented in this episode delves into the intricate interplay of medical treatment and psychological resilience as experienced by an individual nearing the end of their chemotherapy regimen for colon cancer. Utilizing the metaphor of a race, the speakers articulate the urgency and fervor with which the protagonist approaches their final treatment sessions. This episode is marked by an exploration of the multifaceted dimensions of suffering—both physical and emotional—as the discussion reveals the painful realities of chemotherapy side effects, particularly the debilitating neuropathy that complicates the individual’s daily existence. The speakers dissect the complexities of treatment decisions, illustrating how the medical team navigates the delicate balance between effective cancer management and the preservation of the patient’s quality of life. Furthermore, the episode highlights the transformative power of community support, emphasizing the tangible ways in which loved ones and caregivers contribute to the healing process. As the protagonist anticipates the closure of a challenging chapter, the conversation culminates in a reflection on the profound psychological shifts that accompany the transition from treatment to survivorship, raising critical questions about the nature of hope and the path forward in a life post-cancer. Takeaways: The author uses racing imagery to illustrate their colon cancer treatment journey, emphasizing resilience. The psychological impact of a defined treatment end date can aid in patient morale during therapy. Humor is employed as a coping mechanism to deal with the harsh realities of cancer treatment. The role of a supportive community is pivotal in maintaining a patient's quality of life during illness. The medical team's flexibility in treatment plans highlights the importance of adapting care to patient needs. The transition from active treatment to post-cancer surveillance presents unique psychological challenges for survivors.

April 21, 202617 min

Episode 437 - The Power of Holding Space: Emotional Support in Times of Crisis

The salient point of this discourse revolves around the often misunderstood concept of resilience, particularly in the context of enduring significant medical challenges, as exemplified by Bill Risser's personal journey through colon cancer. We delve deeply into the psychological and physiological hurdles faced during treatment, notably the critical moment when external pressures and internal exhaustion converge, leading to a profound sense of fatigue and the temptation to surrender. Through a detailed examination of Bill's experiences, we illuminate the notion that true resilience is not a solitary endeavor but rather a collaborative effort supported by a network of emotional intelligence and understanding. We explore the pivotal role of intimate relationships in navigating these arduous journeys, emphasizing how supportive companionship can facilitate the reclamation of agency in moments of despair. Ultimately, this episode serves to redefine resilience as a dynamic interplay between individual fortitude and the environmental support structures that bolster one’s capacity to persevere. In the latest episode, the hosts take a deep dive into the intricate dynamics of resilience through the lens of Bill Risser's blog series, chronicling his battle with colon cancer. The conversation is grounded in the exploration of the psychological and emotional hurdles that individuals face when grappling with chronic illness. The hosts challenge the conventional narrative surrounding resilience, advocating for a more nuanced understanding that acknowledges the importance of vulnerability and support. Risser's candid reflections reveal the profound impact of seemingly trivial elements, such as the sterile smell of a medical facility, on his mental state during treatment. The episode underscores the significance of cognitive reframing as a survival tool, illustrating how Risser's ability to perceive delays and obstacles as opportunities for recovery played a crucial role in his journey. The discussion culminates in a powerful examination of the relational aspects of resilience, emphasizing that enduring and overcoming challenges is often a collective endeavor, rather than a solitary struggle. This episode serves as a poignant reminder of the interconnectedness of human experience and the transformative power of empathy and understanding in the face of adversity. Takeaways: In our exploration of resilience, we uncovered the multifaceted nature of true endurance, which often relies on the support of others rather than solitary strength. The narrative of Bill Risser's journey provides invaluable insight into the psychological and physical complexities faced during prolonged medical treatment. We discussed the profound impact of cognitive reframing, as Bill transformed a delay into an opportunity for recuperation and mental fortitude. The importance of emotional intelligence in relationships was highlighted, particularly in how Cindy supported Bill through his toughest moments without imposing additional pressure. Our conversation emphasized that resilience is not merely an individual trait, but rather an ecosystem cultivated through social support and understanding. Ultimately, we are reminded that the presence of a compassionate partner can significantly alter one's capacity to confront and overcome daunting challenges.

April 14, 202619 min

Episode 436 - The Fortnight of Survival: Insights from a Cancer Journey

The salient theme of this podcast episode is the intricate and deeply personal exploration of navigating a chronic illness, specifically through the lens of Bill Risser's experience with colon cancer treatment during 2012 and 2013. We delve into the emotional and physical toll of chemotherapy, emphasizing the stark contrast between societal awareness months and the ongoing, often isolating reality faced by patients once the public spotlight diminishes. The discussion highlights the psychological mechanisms employed by individuals, such as cognitive reframing, to cope with their circumstances—illustrated here by Risser’s humorous moniker for his chemotherapy pump. Furthermore, we examine the profound shift in perspective that arises from witnessing the struggles of others in similar situations, underscoring the importance of empathy and the need for continual recognition of those enduring long-term health challenges. Ultimately, this episode serves as a poignant reminder of the enduring nature of illness and the necessity for society to remain engaged with the realities faced by patients beyond the confines of designated awareness periods. Takeaways: This episode provides an insightful exploration into the psychological complexities of chronic illness experiences. The discussion emphasizes how public awareness campaigns often overlook the ongoing struggles faced by patients after designated awareness months. Bill Risser's journey illustrates the profound effects of chemotherapy on both physical and mental health, highlighting the challenges of recovery. The podcast reveals the importance of perspective, as patients navigate their own battles while recognizing the struggles of others in similar situations. Listeners are encouraged to engage meaningfully with those undergoing long-term health challenges, acknowledging their realities beyond standard awareness periods. The narrative underscores the necessity of maintaining one's identity amidst illness, showcasing how social interactions can provide resilience and hope. Links referenced in this episode: ratethispodcast.com/resessions

April 7, 202618 min

Episode 435 - The Power of Connection in Healing: Reflecting on a Cancer Journey

This podcast episode shares the profound intricacies of navigating chronic illness, particularly through the lens of Bill Risser's personal battle with colon cancer. Central to our discussion is the notion that healing transcends mere medical intervention and is deeply rooted in the human ecosystem of support that surrounds the patient. We delve into the critical role of caregivers, fellow patients, and the emotional nuances that shape the experience of those grappling with illness. Our exploration highlights the delicate balance between psychological resilience and the physical toll of treatment, underscoring the importance of community and empathy in fostering recovery. Ultimately, we invite our listeners to reflect on their own support systems and consider how they can cultivate meaningful connections in their lives. This podcast episode serves as a poignant exploration of the human experience in the face of chronic illness, specifically through the lens of Bill Risser's blog chronicling his battle with colon cancer. The hosts engage in a reflective dialogue about the complexities of navigating a cancer diagnosis, contrasting the binary nature of medical assessments—such as fractures—with the often nebulous and multifaceted journey of oncology. The conversation paints a vivid portrait of the psychological and emotional dimensions of illness, emphasizing that the path to recovery is seldom a solitary endeavor, but rather a collective experience shaped by the support of caregivers, fellow patients, and the broader medical community. As the hosts dissect Bill's reflections, they illuminate the grueling reality of ongoing treatment, where the initial shock of diagnosis gives way to the exhausting regimen of chemotherapy. Bill's metaphor of a '95% existence' encapsulates the struggle to maintain a sense of self in the face of debilitating treatment, underscoring the necessity of cognitive reframing in fostering resilience. The hosts highlight how Bill’s perspective on his health serves not only as a personal narrative but as a broader commentary on the importance of emotional support systems in the healing process. Furthermore, the discourse shifts to the environment within clinical settings, where the emotional tenor is significantly influenced by the care provided by medical staff. The hosts underscore how acts of empathy and recognition from healthcare professionals can foster a sense of safety and connection that is vital for patient well-being. The episode culminates in a profound examination of the paradox of crisis, suggesting that confronting mortality can strip away the trivialities of life, revealing the value of human connection and empathy. Ultimately, the hosts encourage listeners to reflect on their own ecosystems of support, urging them to appreciate and cultivate these relationships in their lives, thus reinforcing the notion that healing is inherently communal. Takeaways: In the realm of oncology, the diagnostic landscape is often characterized by ambiguity and complexity. Bill Risser's journey illustrates the significance of a robust support system during health crises. The emotional atmosphere in an oncology clinic can significantly impact patient experience and healing. Empathy from clinical staff serves not only as emotional support but also as a physiological intervention for patients. Bill's perspective on accepting a 95% health status exemplifies a profound cognitive reframing necessary for survival. The paradox of crisis highlights how moments of suffering can clarify what truly matters in life.

March 31, 202621 min

Episode 434 - 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.