Guidewire

Guidewire Canadian Executive Forum

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Guidewire Canadian Executive Forum

Four Seasons Hotel Toronto

 May 26-27, 2026

The Guidewire Canadian Executive Forum will bring together Canada's leaders and Guidewire executives to explore the industry’s next era. This year, we extend the theme of Intelligent Insurance, an evolution powered by modern core platforms, data, analytics and AI.

Discover how Intelligent Insurance is creating smarter, faster, and more customer-focused experiences, and be part of the energy driving it forward across Canada.

Our discussions will focus on the most critical levers for success in today’s market:

  • Harnessing Generative AI: Moving from experimentation to high-impact implementation.
  • Data-Driven Foundations: Building the infrastructure required for sustained, profitable growth.
  • Organizational Agility: Techniques to launch new products with the speed the market now demands.
  • Peer Collaboration: Facilitated networking to share insights on the path forward.

Registration is closed at this time. Please contact [email protected] for any questions.

"Guidewire has a history of investing in R&D to continually improve its system, which gives us confidence that as our needs evolve, they will evolve with us."

Matt Myers

Senior Vice President
Erie Insurance

Agenda

Tuesday, May 26

Time


6:00 – 7:30 pm 

Welcome Reception
Location: Vinci Foyer – Sixth Floor



Wednesday, May 27

Time


7:30 – 9:00 am

Group Breakfast

Location: Vinci Foyer – Sixth Floor


9:00 – 9:05 am
Welcome
 
Jolene Mierau, Customer Success Manager, Guidewire

9:05 – 10:35 am
Guidewire Keynote  
 
Mike Rosenbaum, CEO, Guidewire 
John Mullen, President, Guidewire
Farhan Tahir, VP Product Management, Application Platform, Guidewire
Ian Drysdale, Chief Executive Officer, One, Inc.

Join the Guidewire executive team for a keynote introducing Intelligent Insurance, a new era enabled by modern insurance platforms and AI. The session will explore how platform innovation is driving faster development, greater efficiency, and smarter automation, and how new applications such as PricingCenter, UnderwritingCenter, and ProNavigator are supporting Intelligent Insurance, enabling more adaptive pricing, stronger risk decisions, and faster, more consistent claims and underwriting outcomes for insurers across Canada.
10:35 – 11:00 am
Mid-Morning Break
11:00 – 11:30 am
ProNavigator: Make Every Employee Your Best Employee
 
Joseph D’Souza, ProNavigator Founder, Guidewire 
Natalie Simms, Executive Product Owner, Claims Journey, TD Insurance
 
Join Joseph D’Souza, former CEO of ProNavigator, the P&C knowledge management specialist recently acquired by Guidewire, for a discussion on how insurers can enable Intelligent Insurance by activating their organizational knowledge. This session explores how ProNavigator transforms fragmented, static information into real-time, actionable guidance across underwriting, claims, and distribution. Attendees will gain insight into how intelligent knowledge management improves decision quality, operational efficiency, and the agent experience, and how insurers can convert institutional knowledge into a durable competitive advantage.
11:30 am – 12:00 pm
From Paperwork to People: AI Empowered Injury Claims

Laura Drabik, Chief Evangelist, Guidewire 
Gavin Pokan, Chief Recovery and Care Officer, Workplace Safety and Insurance Board
Emmanuel Singletary, Senior Solution Consultant, Guidewire
 
Explore insights from the Guidewire and PwC report, Reimagining Workers’ Compensation in the Age of Generative AI through the broader lens of injury management across all lines. From Accident Benefits to Bodily Injury, this session highlights how generative AI is transforming injury outcomes, recovery, and risk, and accelerating the shift toward more human-centered, proactive claims models.
12:00 – 1:30 pm
Group Luncheon

Location: Vinci Foyer – Sixth Floor


1:30 – 1:50 pm
Agility and Innovation: How Beneva Leveraged APD to Revolutionize Commercial Lines

Olivier Guillot-Lafrance, Senior Director, Actuarial, Commercial Lines, Beneva
Doris Munoz,
Senior IT Director - Brokerage, Modernization and IT Transformation, Beneva

Following successful implementations in Personal Lines, Beneva’s leadership set its sights on modernizing Commercial Lines. By leveraging Guidewire Advanced Product Designer (APD) to launch eight lines simultaneously, the insurer empowered business users to define underwriting rules and streamlined the hand-off between business and IT. Learn how this modern foundation is accelerating Beneva's speed-to-market and shaping their future roadmap for insurance innovation.


1:50 – 2:15 pm
Pricing Modernization in Practice: Red River Mutual's Journey
 
Alex Prajescu, Director, Product Management Pricing & Rating, Guidewire
Amanda Evenson, Vice President, Data & Analytics, Red River Mutual
 
Join Red River Mutual and Guidewire for a fireside chat on the practical journey of modernizing pricing in Canadian P&C insurance. Amanda Evenson will share Red River Mutual’s case for change, the progress her team has made with PricingCenter, and how that foundation sets up the next chapter in their pricing transformation. The conversation will focus on real-world lessons, reducing process friction, and helping insurers move faster from pricing insight to business impact.
2:15 – 2:35 pm 
Growing with Intent: Red River Mutual's Strategy for Scalable, Modern Insurance
 
Brenda Gibson, President and Chief Executive Officer, Red River Mutual

Red River Mutual is a mutual insurer with a clear growth agenda — and an equally clear plan to execute it. CEO Brenda Gibson will share how Red River Mutual has approached modernization as a strategic imperative: building the operational foundation, technology partnerships, and data capabilities needed to scale efficiently and adapt continuously.

From cloud adoption to AI-enabled pricing and underwriting, every decision traces back to a deliberate business strategy. The result is an insurer that is growing on its own terms — with the agility to respond to market demands and the infrastructure to sustain it.
2:35 – 2:55 pm
Accelerating Innovation with Insurtech Vanguards
 
Laura Drabik, Chief Evangelist, Guidewire 
Jodi Scarlett, Chief Executive Officer, EcoClaim
Aren Mirzaian, Co-founder and Chief Executive Officer, MyChoice
Kevin Michael, Co-founder and Chief Executive Officer, Tempo
 
Facilitated by Laura Drabik, Chief Evangelist at Guidewire, this session will educate attendees on the solutions available in today’s market. Each featured company is part of Guidewire’s Insurtech Vanguards program and will share its core value proposition — the specific problems it solves and the measurable impact it delivers to insurers. Join us to discover what’s possible and how these innovators are helping insurers move faster and compete smarter.
2:55 – 3:00 pm
Closing Remarks 
 
Jolene Mierau, Customer Success Manager, Guidewire
3:00 – 4:00 pm
End of Program Reception

Location: Vinci Foyer – Sixth Floor


Location

Four Seasons Toronto

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Demo Pods

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Speakers

Brenda Gibson

Red River Mutual
President and CEO

Amanda Evenson

Red River Mutual
Vice President, Data and Analytics

Gavin Pokan

Workplace Safety and Insurance Board (WSIB)
Chief Recovery and Care Officer

Aren Mirzaian

MyChoice
Co-Founder and CEO

Jodi Scarlett

EcoClaim
CEO

Kevin Michael

Tempo
Co-Founder and CEO

Natalie Simms

TD Insurance
VP, Executive Product Owner, Claims Journey

Doris Munoz

Beneva
Senior IT Director, Brokerage, Modernization, and IT Transformation

Olivier Guillot-Lafrance

Beneva
Senior Director, Actuarial, Commercial Lines

Ian Drysdale

One Inc.
CEO

Mike Rosenbaum

Guidewire
CEO

Laura Drabik

Guidewire
Chief Evangelist

Thank you to our Sponsor
One Inc is modernizing the insurance industry through a unified and frictionless payment network. Focusing only on the insurance industry, One Inc helps carriers transform their operations by reducing costs, increasing security, and optimizing customer experience. The comprehensive end-to-end digital payments platform provides expanded payment options, multi-channel digital communications, and rapid digital claim payment, even for the most complex insurance use cases. As one of the fastest growing digital payments platforms in the insurance industry, One Inc manages billions of dollars per year in premiums and claims payments. For more information, please visit www.oneinc.com.

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