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Meet the Team
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With hundreds of deployments backed by 150+ years of construction, technology development, and insurance experience, the Insight Risk team is your one-stop loss prevention solution.
John D. Dempsey
CEO and Co-Founder
John was the founder of Dempsey Partners, a risk management consulting firm. After serving as Global Director of Aon’s Claims Preparation, Advocacy and Valuation team, he formed Terrabella Risk Consulting LLC, which provided insurance advisory and risk management consulting services. John pioneered policyholder-oriented complex claims services that led to the resolution of over $14 billion in losses. He also developed innovative tools to quantify complex business interruption exposures involving traditional and emerging perils.
Chad Hollingsworth
President and Co-Founder
Chad was a co-founder of Triax Technologies Inc. and principal of On Target Consulting LLC, where he served construction technology companies with channel partnerships and go-to-market strategies including insurance. Chad was part of the development team that created Spot-r®, an IoT platform that helps improve worker safety, boost productivity, automate reporting and timekeeping, and optimize operations. He is a recognized industry leader in IoT and SaaS solutions for commercial construction and industrial markets.
Bret Bush
Executive Vice President and Co-Founder
Bret is a 30-year veteran in construction and insurance, specializing in leveraging IoT to drive innovation across the risk management landscape. His strategies have fundamentally changed how contractors, owners, and developers operate through the deployment of sensor technology, data analytics and business intelligence tools. Most recently, Bret was the Strategy and Execution Lead of IoT at The Hartford, a position that led to over 60 successful large-scale IoT deployments on projects ranging to $500 million in construction value.
Michael Reich
Chief Underwriting Officer
Mike joined Insight Risk from Berkshire Hathaway Specialty Insurance in New York, where he successfully managed a nationwide Builder’s Risk portfolio with a specific focus on large value catastrophe-exposed accounts. Mike designed and built software for all Builder’s Risk accounts that bridged the gap between multiyear project underwriting and annual reporting needs. Prior to joining Berkshire Hathaway, Mike led the northeast region of Hiscox, Inc.’s construction property group. He is the former Chair of the Inland Marine Underwriting Association’s Construction Committee.
Victor Nieznalski
Vice President, Builder's Risk
Victor joined Insight Risk with over a decade of commercial insurance experience, having primarily concentrated on underwriting complex, technical North American construction property placements for international carriers such as AXA XL and Berkshire Hathaway Specialty Insurance. He holds IIC Chartered Insurance Professional (CIP), RIMS Canadian Risk Management (CRM), and IRMI Construction Risk and Insurance Specialist (CRIS) designations.
Jason Tschinkel
Assistant Vice President, Builder's Risk
Jason has been focused on inland marine and Builder's Risk insurance for his entire career, most recently at IronShore Insurance prior to its acquisition by Liberty Mutual. Holding a CLCS designation and with deep experience in wood frame, Jason brings additional depth to the Underwriting talent pool at Insight Risk.
Michael Bubolo
Managing Director of Distribution
Michael brings a wealth of insurance knowledge and experience from his most recent role at USI, where he served as a Producer and Vice President of Personal Risk. Before his tenure at USI, Michael honed his expertise at a market research firm specializing in international law and insurance markets. His career began at Crystal & Company, where he received comprehensive training and developed a deep understanding of the industry.
Matt Joyal
Director, IoT Loss Control
Matt brings over eight years of leadership experience in IoT technology product development and business strategy. As the former Chief Technology Officer of Pillar, Matt created their product roadmap and was instrumental in building Pillar’s development team through clear communication processes. Matt worked closely with myriad contractors, owners, insurers, and technology professionals to deliver industry leading IoT solutions and services, leading to the acquisition of Pillar by Recon Dynamics.
Dinesh Shiwraj
Loss Control Project Manager
Dinesh joined Insight Risk with extensive experience in project management and loss control technology, most recently at Total Fire Protection where he worked with water-based sprinkler and fire alarm systems as well as ensuring compliance with local, state and national codes. Using his PMP certification, he has spent his career coordinating resources, monitoring contracts, mitigating risk, and analyzing data to ensure the ultimate customer experience.
Lisa Behning
Senior Director of Marketing
Lisa is a strategic marketing executive who specializes in crafting and executing B2B branding and go-to-market strategies for start-up to mid-market companies. With nearly 20 years’ experience at both agencies and inhouse spanning multiple markets, including construction, health insurance, telematics, and SaaS, she has been the driving force behind double-digit company growth, operational effectiveness, and achieving maximum ROI.
Justin Faust
Bushido Strategic Advisory
Justin founded Bushido Strategic Advisory to provide strategic and financial consulting services to professionals throughout the insurance ecosystem. Prior to Bushido, Justin served as EVP of Finance and Mergers & Acquisitions for EPIC Insurance Brokers. He was also responsible for managing the financial operations of EPIC’s Specialty Programs & Investments division, where he made and oversaw investments in several InsurTech ventures. Justin joined EPIC as part of ESPI’s late 2017 investment in Paragon Insurance Holdings, a specialty MGA where he served as CFO.
Mark Reagan
Senior Advisor, Distribution
Mark is the formerly chairman of Marsh’s U.S. construction practice, has served at Seaboard Surety and AIG, and was also Chairman and CEO of a major global broker’s construction practice. He has developed strategic initiatives to drive international growth; led efforts to enhance North American production, recruiting, and acquisitions; and guided teams focused on product innovation and development related top capital formation for major projects, including the emerging use of public-private partnerships around the world.
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