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Risk Management: Brick by Brick

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Welcome to Risk Management: Brick by Brick! Join Jason Reichl on his journey to discover the crucial role technology plays in risk management in the construction sector. Accompanied by industry-leading risk managers, this podcast will deep-dive into the people who are helping to build and maintain the physical world around us.

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21 episodes
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Avg 20 min
English

Episodes 21

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Wednesday · 32 min
Why AI Will Replace Risk Managers Who Don't Adapt | Kristen Bessette
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Kristen Bessette, Chief Data Officer at Zurich North America. Kristen shares her extensive background spanning actuarial roles and executive data leadership across top carriers, framing a crucial conversation on why data and AI have evolved from back-office support functions into core strategic drivers. Discover how AI is democratizing access to data, dismantling traditional industry silos, and transforming com
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August 12 · 21 min
Turn Risk Into Your Biggest Advantage with Courtney C. Davis
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Courtney C. Davis, Executive Vice President and Global Education Practice Leader at Hub International. Drawing on nearly two decades of experience spanning large brokerages and managing enterprise risk across 12 schools and a medical center at the University of Chicago, Courtney offers a masterclass in modernizing organizational risk. Podcast Host: Jason Reichl Executive Producer: Don Halliwell
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July 29 · 8 min
Scale Without Scaling Resources: The Best of Jack Ramsey
In this special re-release episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Jack Ramsey, former Head of Agency Sales at Next Insurance. With decades of commercial lines experience, Jack dives deep into the operational friction points that ruin agency profit margins on small commercial accounts, and how modern digital models are solving them. From eliminating time-consuming underwriting referrals to utilizing alternative real-time data signals like social media scrapi
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July 15 · 7 min
Masterclass in Crowd Safety: The Best of Annie Quaile
In this special re-release episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Annie Quaile, an Emmy-nominated entertainment producer and event manager with over two decades of experience. From producing live theme park events and massive music festivals to managing critical emergency responses, Annie has spent her career operating at the delicate intersection of creative vision and crowd safety. In this masterclass on human dynamics, Annie explains why understanding mov
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July 1 · 8 min
Greatest Hits 2026: Masterclass in Risk, Tech, and Human Behavior
In this special "Greatest Hits" compilation episode of Risk Management: Brick by Brick, host Jason Reichl brings together the most impactful insights from the top five industry leaders of 2026. This episode serves as an essential masterclass for anyone navigating the intersection of risk, insurance, technology, and human behavior. We hear from Eliron Ekstein on why real-world experience beats academia and how the collaborative nature of the insurance ecosystem contrasts with big tech. Annie Qua
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June 10 · 27 min
Why Your COIs Are "Useless" | Advanced Construction Risk Management featuring Robert Hudson Jr.
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Robert Hudson Jr., Vice President of EHS at Baker Roofing Company. Robert has spent nearly two decades leading safety and risk efforts for one of the nation's largest commercial roofing contractors, an organization navigating operational pressures since 1915. Robert shares his transparent approach to balancing safety, craftsmanship, and productivity. The conversation dives deep into the realities of human natur
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May 27 · 22 min
The Power of Yes: Transforming Risk into Hospitality with Christine Trippi
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Christine Trippi, an international keynote speaker, TEDx speaker, and best-selling author of Yes is the Answer. Christine shares her unique philosophy on leading with "yes," even within risk-heavy industries where choosing "no" traditionally feels much safer. The conversation explores the critical intersection of human biology and team enablement, revealing why difficult customer rejections are driven by instinc
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May 13 · 20 min
Designing for Human Behavior and Managing Live Event Risk Without Killing the Magic with Annie Quaile
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Annie Quaile, an Emmy-nominated entertainment producer and event manager with over two decades of experience designing global attractions and festivals. Annie shares her unique philosophy on "Designing Safe Magic," rooted in her background as both a high-level creative producer and a trained emergency responder. The conversation explores the critical intersection of human psychology and operational safety, reve
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April 29 · 16 min
Universal Creative Legend: Is AI a Real Risk to the Physical World?
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Louis Alfieri, Principal and Creative Director of Raven Sun Creative and a veteran of Universal Creative. Louis challenges the industry to move past its current reliance on "status quo" innovation, reframing AI from a threat to a powerful iterative tool for high-fidelity storytelling. We explore the "Dialogue Phase" of artificial intelligence—the vast untapped potential of ultra-personalized experiences—and dis
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April 15 · 26 min
Employee Training and Workplace Culture Risk with Adrea Gibbs
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Adrea Gibbs, Head of Content at Study Academy USA and a veteran of global operations at brands like Disney. Adrea challenges the traditional corporate view of training, reframing it from a line-item expense to a critical tool for risk awareness and brand survival. We explore the "Clown Bias"—the dangerous assumption that if you speak, your team is listening—and dive into the "Petri Dish" theory of workplace cul
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April 1 · 21 min
Building Resilience: SMB Continuity and Vendor Risk with Rochelle Clarke
Small businesses are the backbone of the economy, but they are also often the "weakest link" in a global supply chain. In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Rochelle Clarke, Founder of Continuity Strength, to discuss the vital importance of business continuity for small and mid-sized businesses (SMBs). Rochelle shares her transition from a high-level strategy consultant at a global FMCG company to launching a tech-driven solution that productizes re
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March 18 · 34 min
Building the High Net Worth Connection: Mastering the Private Client Relationship with TJ Reardon & Sarah Scott
We're diving deep into the world of private risk! In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with TJ Reardon and Sarah Scott from HUB International to pull back the curtain on the world of Private Client services. With decades of combined experience, Sarah and TJ discuss why managing the "personal balance sheet" of high-net-worth individuals requires much more than a standard transactional approach. They dive into the "waterline framework" for risk, the imp
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March 4 · 15 min
Simplicity as a Strategy: Rethinking the Insurance Tech Stack with Rob Lewis
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Rob Lewis, CEO of Intex Insurance Software, to discuss the urgent need for simplicity in an industry plagued by 20-year-old legacy systems. Rob shares his unique journey from stockbroking to leading a startup emerging from the African market into the US. They dive into the "simplicity paradox"—why making things simple is actually harder than adding complexity—and how purpose-built software is finally addressin
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February 19 · 15 min
Empowering the Human Element: Operational AI in Insurance Claims with Grant Beck
We're coming to you LIVE from ITC 2025! In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Grant Beck, Head of Innovation & Optimization at KBA Group, to discuss the practical application of AI in insurance building and claims. Based in Brisbane, Australia, Grant brings a unique perspective on "bringing the hammer and nails to the ones and zeros" to help people get back into their homes faster. Grant dives into how KBA Group successfully deployed "Barry"—their
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February 4 · 19 min
Innovation & Efficiency: The Future of the Agent Channel with Jack Ramsey
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Jack Ramsey, VP of the Agent Channel at NEXT Insurance, to discuss the radical shift in how small business insurance is sold and serviced. With over 35 years of industry experience, Jack offers a unique perspective on why the "traditional" manual underwriting model is a death sentence for small commercial profitability. Discover how NEXT Insurance uses a digital-first mindset to turn a 5-day quoting cycle into
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January 21 · 17 min
Innovation & Operational Risk: Modernizing Insurance Payments with Todd Greenbaum
We're coming to you LIVE from ITC 2025! In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Todd Greenbaum, CEO of Input 1, to discuss the critical role of payment systems in modernizing the insurance industry. With 40 years of experience in a 42-year-old family business, Todd offers a deep perspective on how digitizing the billing process protects policyholders and reduces operational risk. Discover why "optionality" is the key to a better customer experience,
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January 7 · 14 min
Innovation & AI: Real-Time Asset Intelligence with Eliron Ekstein
In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Eliron Ekstein, co-founder and CEO of Raven.AI, to discuss the transformation of vehicle inspections through advanced computer vision. From a "lucky coincidence" in a Shell energy lab to becoming a critical partner for the world’s largest rental car fleets like Avis and Hertz, Eliron shares how Raven.AI built a redundant, data-rich system that outperforms traditional human assessments. Discover why the indust
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Dec 10, 2025 · 14 min
Beyond the Estimate: How AI is Humanizing the Claims Experience with Bill Brower
We're coming to you LIVE from ITC! In this episode of Risk Management: Brick by Brick, host Jason Reichl sits down with Bill Brower, Senior Vice President of Claims for Solera, to discuss the radical transformation of the claims process. With over 35 years in the industry—ranging from his father's body shop to executive roles at Nationwide and Liberty Mutual—Bill offers a masterclass in how technology is making the claims process more customer-friendly. Bill dives into the mechanics of AI-power
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Nov 26, 2025 · 20 min
Innovation & AI: Reimagining Insurance Risk with Ashish Srivastava
We're coming to you LIVE from ITC 2025! In this new, limited series of Risk Management: Brick by Brick, host Jason Reichl sits down with Ashish Srivastava, Head of North America, Insurance & Risk Management for Blackstone Real Estate, to explore the massive gap between what insurance customers need and what the market actually delivers. With experience spanning McKinsey & Company, Zurich Insurance, and now managing one of the largest real estate insurance portfolios in the world, Ashish reveals
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Nov 12, 2025 · 29 min
Sniffing Out Fraud: The Future of AI in Investigations with Marci De Vries
In this limited series of Risk Management: Brick by Brick, host Jason Reichl sits down with Marci De Vries, CEO of Fraud Sniffr, for Episode 4 of ‘Documentation & Organization’ for a fascinating conversation about the intersection of social media, AI, and insurance fraud investigations. As a serial entrepreneur and investigative expert, Marci shares how her company ties investigative data to tangible reductions in claims awards and timelines, turning investigation from a "waste of money" into a

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