Our Leadership Team | Origami Risk

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Origami Risk Leadership

Meet the team driving Origami Risk forward with business and tech innovation insights.

Earne Bentley

Chief Revenue Officer

Ryan Cantor

Chief Product & Technology Officer

As Chief Product and Technology Officer at Origami Risk, Ryan Cantor leads the global Product and Technology organization, spanning product management, engineering, UI/UX, cloud operations, and internal IT. With a team of over 300 professionals, he drives innovation and execution across Origami’s high-growth, cloud-based SaaS platform serving the Risk Management and Core Insurance markets.

Ryan brings over 15 years of executive leadership experience in SaaS, product strategy, and technology. Prior to joining Origami Risk, he served as Chief Product Officer at Thryv, where he led both product and engineering teams from inception to over $300M in annual recurring revenue. Under his leadership, Thryv delivered solutions to more than 85,000 small and mid-sized businesses across the U.S., Canada, Australia, and New Zealand, achieving 1,400% growth in user engagement and consistently delivering 25%+ annual revenue growth—profitably.

Known for his pragmatic, data-driven leadership style, Ryan emphasizes vision, culture, and accountability. He champions a high-performing, collaborative environment that empowers teams to focus, execute, and deliver business-critical results. As a coach and mentor, he is committed to developing talent and fostering organizational resilience.

Ryan is recognized for his ability to simplify complexity, lead through change, and keep teams aligned amid ambiguity. He is passionate about product-led growth, customer-centric innovation, and using data to guide strategic decisions.

Ryan Dardis

Senior Vice President of Sales

With over 20 years of leadership in B2B SaaS, Ryan Dardis serves as Origami Risk’s first company-wide executive sales leader. He brings deep expertise in driving sustainable growth, optimizing go-to-market strategies, and aligning global teams to scale high-performing sales organizations.

Prior to joining Origami Risk, Ryan held senior leadership roles at some of the world’s most respected technology companies. At Salesforce, he led the Strategic Enterprise segment for Slack following its $28 billion acquisition, and previously doubled revenue in the Central U.S. Commercial business as Area Vice President of Sales. His earlier roles include Area Vice President at Oracle and Enterprise Region Manager at Cisco, where he consistently delivered transformational results.

Ryan is known for building values-driven, resilient sales cultures that thrive in dynamic environments. His leadership is grounded in a commitment to client success, operational excellence, and long-term growth.

Nikki Facchini

Chief People Officer

Neil Hayes

General Counsel

Neil Hayes serves as Origami Risk’s General Counsel, with responsibility for all legal matters and management of Origami Risk’s legal team. As a three-time general counsel, Neil has over 20 years of experience supporting and scaling high-growth, technology-focused businesses. Neil brings expertise in M&A, commercial contracts, corporate governance, intellectual property, privacy and security, litigation and employment matters.

Prior to joining Origami Risk, Neil was General Counsel and Chief Administrative Officer for Crossroads.ai, a venture-backed technology innovator and SaaS platform provider in the digital advertising and intent-based data marketing space. Neil has also held several senior legal positions with both public and private companies. Neil began his career as an associate with the law firms of Baker & McKenzie and McDermott, Will & Emery in Chicago.

Neil received an A.B. in History from Stanford University and a J.D. from the University of Michigan Law School.

Mike Kaplan

Chief Client Officer

Mike is an experienced executive with expertise in operations, customer success, professional services, business management, and go-to-market strategy. As President at Origami, Mike leads the division focused on solutions for insurers, MGAs, TPAs, and risk pools.

Prior to joining Origami, Mike was the Chief Customer Officer at Integrate. Mike spent ten years at Salesforce in global leadership roles focused on operational scale across multiple functions and regions including, Vice President of Marketing Cloud’s Interaction Studio business, Vice President of Global Success, Vice President of Global Services and operations, and Vice President of North America Services & Global Operations. Mike joined Salesforce via the $2.5 billion acquisition of ExactTarget in 2013, where he spent two years helping scale the professional services business.

Mike received his MBA in Finance from Butler University and has bachelor’s degrees in Operations Management and Computer Information Systems from the Kelley School of Business at Indiana University.

Rhiannon Naslund

Chief Marketing Officer

Mike Pecak

Senior Vice President of Professional Services

Mike Pecak is a seasoned executive with over two decades of proven success driving growth, transformation, and operational excellence across global organizations providing IT managed services, enterprise software, and SaaS solutions to the institutional asset management, capital markets, and Insurtech industries. As Senior Vice President of Professional Services at Origami Risk, Mike leads the end-to-end delivery of all client implementations and projects across the company’s comprehensive suite of solutions, including Claims Administration, Policy Administration, Billing, RMIS, GRC, EHS, ERM, and Healthcare.  Before leading Origami Risk Professional Services, Mike served as Vice President of Client Services for the Risk Services Division, where he oversaw both Professional Services and Client Success, building high-performing delivery teams and elevating the client experience.

Previously, Mike spent 9 years at Eze Software (now part of public firm SS&C Technologies, Inc.) in the role of Managing Director of Global Client Services, leading the business’s Professional Services, Client Solutions, Product Solutions, Customer Success, and Service Operations functions. His leadership spanned multiple ownership transitions, having previously held senior leadership positions in both Technology Operations and Client Services for the same business during its tenure as a wholly owned subsidiary of TPG Capital; of ConvergEx Group LLC; of Barclays plc; and of Lehman Brothers, Inc.

Mike holds a Bachelor of Science in Business Administration, Management Information Systems from the University of Illinois at Urbana-Champaign.

Robert Petrie

Chief Executive Officer

Bob Petrie is recognized as an innovative and dynamic leader in risk management technology and operations. He is frequently quoted in trade magazines, has been profiled in industry publications, and speaks often at national and local conferences and meetings. Bob co-founded Origami Risk in 2009, and the company quickly became a leader in the RMIS Industry. Under Bob’s leadership, Origami Risk has formed partnerships with leading brokers and risk consultants to provide advanced technology and improved service to their clients, including risk managers, financial officers, insurance companies, brokers, and third-party administrators. Origami Risk is an independent company; owned entirely by its management. Our sole focus is to help our clients improve efficiency across the policy lifecycle and provide advanced analytics to measure, manage, and mitigate the total cost of risk.

Bob is an experienced senior executive with a long history of founding successful technology businesses. Prior to Origami Risk, Bob was the Head of Global Operations and Client Technology for Marsh with more than 3,000 employees in 11 countries. As the executive in charge of improving operational efficiency and client satisfaction, Bob helped design and implement a new business model for Marsh. Bob also founded and was the long-time CEO of CS STARS (later, Marsh ClearSight). Under Bob’s leadership, Bob grew STARS to be the largest RMIS company in the world, as reported by Business Insurance magazine. While working at Marsh, Bob also formed and led other high-growth technology businesses including Whereiwork.com, BenefitSmart.com, and STARS Audit.

Rick Stearns

Chief Financial Officer and Chief Operations Officer

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