The Real Estate Sessions

The Real Estate Sessions

Interviews with real estate industry leaders, hosted by Bill Risser. With 25 years in the real estate industry, Bill searches out industry leaders with great stories to share. The Real Estate Sessions was selected as the 2019 Inman Innovator Award Winner for Video/Podcast Show.

Recent Episodes

July 22, 2025

Building Bridges Through Inquiry: A Real Estate Perspective

The central theme of this discourse is the imperative nature of inquiry over assumption in our professional interactions. I emphasize the significance of asking questions, rather than presuming to know the thoughts and feelin...
July 15, 2025

Real Estate Sessions Rewind - Matthew Simpson, co-Founder Lolo

Local Loyalty: How Lolo Transforms Agent-Client Relationships Matthew Simpson, co-founder of Lolo, shares the pivotal role of maintaining connections within the real estate industry through thoughtful engagement strategies. H...
July 8, 2025

Episode 422 - A Journey Through Ten Seasons of The Real Estate Sessions

A Journey Through Episodes: Revisiting Memorable Conversations I dive into a reflective examination of past episodes, wherein I comment upon twenty distinguished guests who have graced the show. With an emphasis on the signif...
July 1, 2025

Episode 421 - Brian Boero, Co-Founder 1000watt

Brian Boero articulates a pivotal truth within the realm of real estate marketing, emphasizing the lack of creative storytelling and brand development that has historically characterized the industry. He explains how this unc...
June 24, 2025

Real Estate Sessions Rewind - From Photographer to Innovator: Brad Filliponi, co founder of Box Brownie, on Revolutionizing Real Estate Marketing

Brad Filliponi, co-founder of BoxBrownie.com, joins us to discuss the transformative impact of technology on real estate photography and marketing. Emphasizing the importance of accessibility, Filliponi advocates for the util...
June 17, 2025

Real Estate Sessions Rewind - Lauren Toppins - Founder and Broker - Cherrywood Real Estate

In this episode, we delve into the compelling journey of Lauren Toppins, the founder and broker of Cherrywood Real Estate, who transitioned from a career as an attorney to a prominent figure in the real estate industry. Our d...

Recent Blog Posts

March 13, 2024

Final Post - Elephants, Ants and Gelato

This series of posts detail my journey with Colon Cancer in 2012/2013. Please feel free to share with anyone needing help.   Finally.   My therapy is complete.  I have no more “dates” with the healing orb.  No mor…

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March 13, 2024

Post 8 - And Down The Stretch They Come!

This series of posts detail my journey with Colon Cancer in 2012/2013. Please feel free to share with anyone needing help.   And Down The Stretch They Come!   I love that call in at the Kentucky Derby every spring.  One day, I wil…

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March 13, 2024

Post 7 - Bumps in the Road

This series of posts detail my journey with Colon Cancer in 2012/2013. Please feel free to share with anyone needing help.   After 4 months of therapy, I’ve hit a couple of bumps in the road.   Not entirely unexpected, but I was …

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