Digital Insurance Summit 2026

May 18 - 19, 2026

Westin Copley Place - Boston, MA

Our Speakers

2025 Speakers

Cindy Szabo, Corporate VP, Digital Experience at New York Life Insurance Company

Cindy Szabo

Corporate VP, Digital Experience
New York Life Insurance Company

Megan Lotay, AVP, P&C Digital and Omnichannel Servicing at USAA

Megan Lotay

AVP, P&C Digital and Omnichannel Servicing
USAA

Amyn Rajan, Chief Strategy Officer at A-Max Auto Insurance

Amyn Rajan

Chief Strategy Officer
A-Max Auto Insurance

Jeff Fenigstein, CMO at A-MAX Auto Insurance

Jeff Fenigstein

CMO
A-MAX Auto Insurance

Rajesh Sankaran, Senior VP of Ecommerce at A-MAX Insurance

Rajesh Sankaran

Senior VP of Ecommerce
A-MAX Insurance

Katie Greene, Director, Digital Marketing at John Hancock

Katie Greene

Director, Digital Marketing
John Hancock

Matthew Gibson, AVP, Head of Behavioral Insurance Activation at John Hancock

Matthew Gibson

AVP, Head of Behavioral Insurance Activation
John Hancock

Mohammad Hamidian, AVP & Principal Data Scientist, Advanced Analytics at John Hancock

Mohammad Hamidian

AVP & Principal Data Scientist, Advanced Analytics
John Hancock

Danny Allred, Enterprise Accessibility & Conversational AI Leader at Nationwide

Danny Allred

Enterprise Accessibility & Conversational AI Leader
Nationwide

Thomas Morris

Senior Product Manager – Enterprise Profile
Nationwide

Tyler Claudepierre, Senior Product Manager – Mobile at Nationwide

Tyler Claudepierre

Senior Product Manager – Mobile
Nationwide

Shahrose Bux, Director of Sales at ALPA Insurance

Shahrose Bux

Director of Sales
ALPA Insurance

Kelley Kage, SVP & Chief Information Officer at Employers

Kelley Kage

SVP & Chief Information Officer
Employers

Diantha Kelly, Strategic Partnership Manager at Employers

Diantha Kelly

Strategic Partnership Manager
Employers

Kathy Breen-Timble, Director of Business Development at Simply Business

Kathy Breen-Timble

Director of Business Development
Simply Business

Susana Ortega Valle, VP of Product at Simply Business

Susana Ortega Valle

VP of Product
Simply Business

Stacy Outlaw, Chief Marketing Officer at WAEPA

Stacy Outlaw

Chief Marketing Officer
WAEPA

Clay Coomer, Global Head of Marketing at Battleface | Robin Assist

Clay Coomer

Global Head of Marketing
Battleface | Robin Assist

Sean Rand, VP, Engineering at Velocity Risk Underwriters

Sean Rand

VP, Engineering
Velocity Risk Underwriters

Andrea Collins, Chief Marketing Officer at Hippo Insurance

Andrea Collins

Chief Marketing Officer
Hippo Insurance

Paul Measley, Former Chief Claims Officer at Plymouth Rock Assurance

Paul Measley

Former Chief Claims Officer
Plymouth Rock Assurance

Prateek Sangal, SVP & Head of Digital, North America P&C at AmTrust Financial

Prateek Sangal

SVP & Head of Digital, North America P&C
AmTrust Financial

Michelle Reed, Senior Manager, Customer Experience at CSAA Insurance Group (AAA Insurer)

Michelle Reed

Senior Manager, Customer Experience
CSAA Insurance Group (AAA Insurer)

Parin Kothari, AVP, Digital Transformation at Manulife

Parin Kothari

AVP, Digital Transformation
Manulife

Sarah Leavy Dignardi, Product Director at Selective Insurance

Sarah Leavy Dignardi

Product Director
Selective Insurance

John Spottiswood, COO at Jerry

John Spottiswood

COO
Jerry

Adam Pines, Chief Growth Officer at SureCo

Adam Pines

Chief Growth Officer
SureCo

Lindsey Unterberger, VP of Marketing at SureCo

Lindsey Unterberger

VP of Marketing
SureCo

Lenika Milne, Chief Marketing Officer at Brown & Brown

Lenika Milne

Chief Marketing Officer
Brown & Brown

Kenny McClinton, Director of Digital Marketing at Risk Strategies

Kenny McClinton

Director of Digital Marketing
Risk Strategies

Jeff Goldberg, President at Goldberg Strategies

Jeff Goldberg

President
Goldberg Strategies

Christopher Frankland, Founder at InsurTech360

Christopher Frankland

Founder
InsurTech360

Howard Wolkowitz, Founder & Creator at LifeInsureAssure.com

Howard Wolkowitz

Founder & Creator
LifeInsureAssure.com

Adam Hofmann, Founder & CEO at NIMBLR

Adam Hofmann

Founder & CEO
NIMBLR

Richard Downe, Co-Founder & CTO at NIMBLR

Richard Downe

Co-Founder & CTO
NIMBLR

Carrie Donahue, Managing Director, Financial Services Vertical Lead at Marketbridge

Carrie Donahue

Managing Director, Financial Services Vertical Lead
Marketbridge

Melanie Russo, Managing Director, Strategy Consulting, Healthcare at Marketbridge

Melanie Russo

Managing Director, Strategy Consulting, Healthcare
Marketbridge

Erica Gnajek, Sr. Solution Architect, Liferay Solution Delivery Enablement at Liferay

Erica Gnajek

Sr. Solution Architect, Liferay Solution Delivery Enablement
Liferay

Sebastian Ribbers, Sr. Strategy Manager, Financial Services & Insurance at Adyen

Sebastian Ribbers

Sr. Strategy Manager, Financial Services & Insurance
Adyen

David Kuhn, Vice President of Data Management at FBFS

David Kuhn

Vice President of Data Management
FBFS

Ritesh Koul, SVP of Digital Delivery and Innovation at Celsior Technologies

Ritesh Koul

SVP of Digital Delivery and Innovation
Celsior Technologies

Brian Avila, Sr. Manager, Business Development Solutions – Finance/Insurance at Samsung Electronics America

Brian Avila

Sr. Manager, Business Development Solutions – Finance/Insurance
Samsung Electronics America

Hanif Sidi, Principal at Ernst & Young, LLP

Hanif Sidi

Principal
Ernst & Young, LLP

Daniel Davidson, Program Director at Digital Insurance Summit

Daniel Davidson

Program Director
Digital Insurance Summit

2025 Advisory Board

Cindy Szabo, Corporate VP, Digital Experience at New York Life Insurance Company

Cindy Szabo

Corporate VP, Digital Experience
New York Life Insurance Company

Katie Greene, Director, Digital Marketing at John Hancock

Katie Greene

Director, Digital Marketing
John Hancock

Danny Allred, Enterprise Accessibility & Conversational AI Leader at Nationwide

Danny Allred

Enterprise Accessibility & Conversational AI Leader
Nationwide

Megan Lotay, AVP, P&C Digital and Omnichannel Servicing at USAA

Megan Lotay

AVP, P&C Digital and Omnichannel Servicing
USAA

Keith Pellerin, President & CEO at Shore Alliance Group, Inc.

Keith Pellerin

President & CEO
Shore Alliance Group, Inc.

Christopher Frankland, Founder at InsurTech360

Christopher Frankland

Founder
InsurTech360

Carrie Donahue, Managing Director, Financial Services Vertical Lead at Marketbridge

Carrie Donahue

Managing Director, Financial Services Vertical Lead
Marketbridge

We're always looking ahead to book a roster of inspiring speakers. Contact us today to reserve your spot.

Want to see who spoke previously? View the list here.

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