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Careers

Episode 8: 2025 And What Comes Next | with David Fleming | Broker of Record at Toronto Realty Group

EPISODE INFO

In this episode, we’re cutting through the noise. The market might feel unpredictable, but we’re here to make it make sense. With real-world insights, smart strategies, and timely advice, we’re equipping buyers, sellers, and agents with the clarity and confidence they need to move forward.

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Jason Friesen

With over 20 years of experience and $2 billion in managed mortgage originations, Jason Friesen is a Managing Partner at Outline Financial. A former senior underwriter, he co-founded Outline to simplify the mortgage process through high-touch customer service. He is also an avid cyclist and philanthropist.

To demystify the legal risks facing buyers, sellers, and agents in today’s real estate market by sharing real-life examples, warning signs, and preventative strategies from an experienced real estate lawyer. Listeners will gain the knowledge to protect their interests, avoid costly mistakes, and approach transactions with greater confidence. Equip consumers with insights on how to spot and prevent fraud, understand the fine print, and safeguard their investment — while giving agents the tools they need to better guide and protect their clients in the current market.

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Mitch Korman

Managing Director at Korman & Company Barristers and Solicitors, Cherrystone Homes Inc, The Distillery Restaurant Group.

In this episode, we take a look at home staging through the lens of a family-run business. You’ll hear how smart, intentional staging can shape buyer perception, create emotional connection, and help homes sell faster. We’ll dive into real-life transformations, generational takes on design, and where the industry is headed, all while highlighting the unique dynamic of a mother-daughter duo.

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Carmen Wageman & Jessica Steinman

Founder/CEO and COO of StageRight Rentals

This episode explores how a purpose-driven culture, supportive atmosphere, and collaborative leadership can create an environment where agents feel empowered to grow and succeed. Through Patrick Burke’s perspective, listeners will gain practical insights into cultivating an office culture where trust, alignment, and support fuel success through change—demonstrating how the right environment can elevate both individual performance and overall team impact.


Enjoyed the conversation? Follow and subscribe, share this with a colleague who needs a mindset reset, and leave a review to help more listeners find the show.

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Patrick Burke

Broker at Bosley Real Estate

Celebrate the legacy and leadership behind a fourth-generation brokerage through a candid conversation with Tom and Ann Bosley, former President and VP, as industry shapers. R

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Tom and Ann Bosley

Director and Chair of Bosley Real Estate

Join us as we explore the defining characteristics of high-performing real estate professionals and uncover why those differences matter to today’s buyers and sellers. Leveraging Dan Elzer’s decades of training expertise, this episode goes behind the scenes to reveal the DNA of top producers. We dive deep into the mindset, leadership, and skill-building required to succeed in today’s market, showing how elite preparation leads to better client outcomes and a more professional industry overall.

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Dan Elzer

Speaker | Consultant | Trainer

This episode explores the partnership between Bosley Real Estate and Trillium West, marking the expansion and bridging the market areas. Listeners will hear the story behind the collaboration, why it was such a natural fit, how it builds on shared values and strengths, and what it means for agents, clients, and the communities they serve. Together, they’ll discuss the why, the what, and the what’s next. A vision anchored in culture, leadership, and purpose-driven growth.

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Curt Knight

Broker of Record | TrilliumWest

This episode cuts through the noise to reveal what happened in the market this past year, what mattered, what didn’t, and what most people got wrong. With David Fleming’s unfiltered perspective, we break down the key shifts, surprises, and signals shaping both buyers and sellers. Our goal is to give listeners clear, honest insight into where the market stands now and what to watch for next, so they can move forward with confidence (and a little humour).

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David Fleming

Broker of Record at Bosley – Toronto Realty Group