Executives from Marsh, CAC Specialty, and Woodruff Sawyer have joined SecondSight alongside President Jamie Bouloux to drive the company into additional lines of business.
Bloomington, Indiana, October 21, 2026 /PRNewswire/ — SecondSight, a developer of an insurance industry operating system, today announced the appointment of six executives to lead the company’s expansion into additional business lines. Derek Foreman has been appointed Chief Operating Officer, Dan Shoten Chief Customer Officer, James Tullett and David Anderson Co-Heads of Customer Engagement, Kenneth Ross Head of Channel Strategy, and Doug Schulkin Head of Revenue Operations.
These executives collectively bring experience leading cybersecurity insurance teams at Marsh and Woodruff Sawyer, managing the CAC Specialty private equity business, and working at major insurers such as AIG, Chubb, and Travelers. This appointment follows SecondSight’s recent completion of its Series A funding round and the appointment of Jamie Bouloux as President.
Jamie Bouloux, President of SecondSight, said: “Brokers need to help their clients understand their risk exposure and make informed insurance decisions. Underwriters and portfolio managers, on the other hand, need to understand how these risks impact the portfolios they manage. We have assembled a leadership team with frontline experience in brokerage, insurance, and technology. Their expertise will help us focus our technology on the most critical decisions and enable our clients to put it into practical use.”
SecondSight states that its SHAPE operating system learns from both customer-specific data and external signals to uncover how risks are interconnected and continuously evolve. Intelligence-driven analytics, based on traceable evidence, help brokers, underwriters, and executives anticipate risk exposure and identify growth opportunities.
Executive Introduction
Derek Foreman, Chief Operating Officer, has over 20 years of experience scaling technology and operations in highly regulated insurance markets. He joined SecondSight from Bloom Insurance, where he worked for 17 years, serving as both Chief Operating Officer and Chief Technology Officer, helping grow the company’s revenue from $5 million to $80 million. As Chief Technology Officer, Derek secured funding to launch the SaaS quoting and underwriting platform Ascend, and led its SOC 2 compliance, cloud migration, and expansion into mobile, voice, and direct-to-consumer products.
Dan Shoten, Chief Customer Officer, brings deep operational and financial experience spanning the startup ecosystem to SecondSight. Most recently, he served as a Managing Partner at Zag Capital, a single-family office investing in startups, venture capital, real estate, and service-based businesses. Previously, Dan spent a decade in early-stage operational roles at multiple high-growth startups, including AppNexus (acquired), OrderGroove, and Rockerbox (acquired). His experience includes building customer success and support functions from the ground up, developing customer onboarding, engagement, and reporting processes, and building and leading teams through periods of enterprise growth.
David Anderson, CIPP/US, Senior Vice President and Co-Head of Customer Engagement, has over a decade of experience in insurance brokerage and risk management consulting. He previously served as Vice President of Cyber Insurance at Woodruff Sawyer, Head of U.S. Cyber Insurance at McGill and Partners, and Head of Large Account Business at Lockton. His career spans business development and brokerage management roles in management liability, cyber insurance, and property & casualty insurance, including risk assessment, post-incident client support, and robust claims advocacy.
James Tullett, Senior Vice President and Co-Head of Client Engagement, has been advising clients on cyber risk and insurance for over a decade. He began his career at JLT in London, arranging complex cyber risk insurance in the Lloyd’s market, before moving to the United States to grow JLT’s cyber insurance business. After JLT was acquired by Marsh, he became one of the leaders of Marsh’s cyber insurance practice in the northeastern United States, managing a specialized team and providing advice to companies across various industries with differing risk profiles.
Kenneth Ross, Senior Vice President and Head of Channel Strategy, has held leadership roles in growth and operations across all commercial insurance lines and a broad range of market segments. Most recently, he served as Chief Operating Officer of CAC Specialty’s private equity business. Prior to that, he held senior positions at WTW’s M&A and Transaction Risk practice and at Lockton’s Financial Institutions team.
Doug Schulkin, Senior Vice President and Head of Revenue Operations, brings nearly 20 years of experience in the insurance industry, having held roles at AIG, The Hartford, Travelers, and Chubb. Most recently, while serving as an agent at Anzen, he built a $3 million book of business from scratch within 18 months. Prior to that, he was Vice President of Sales at the insurtech company Relay Platform, adding valuable experience in technology adoption to his insurance background.
About SecondSight
SecondSight is a company building an operating system for the insurance industry. SHAPE integrates professional quantitative models with insurance workflows to help brokers, underwriters, and executives understand risk, manage portfolios, and support growth and capital decisions. SecondSight states that the company was co-created by insurance industry operators and Ph.D. researchers, works seamlessly with existing core infrastructure, and gives customers full ownership of models trained on their data. For more information, visit SecondSight’s website or LinkedIn page.
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