SecondSight Names Six Leaders From Insurance and Technology To Accelerate Expansion

Executives from Marsh, CAC Specialty and Woodruff Sawyer join President Jamie Bouloux as SecondSight enters additional lines of business

BLOOMINGTON, Ind., Oct. 21, 2026 /PRNewswire/ -- SecondSight, the operating system built for insurance, today announced six executive appointments to lead the company's expansion into additional lines of business. Derek Foreman joins as Chief Operating Officer, Dan Shoten as Chief Customer Officer, James Tullett and David Anderson as Co-Heads of Client Engagement, Kenneth Ross as Head of Channel Strategy and Doug Schulkin as Head of Revenue Operations.

Together, they have experience leading cyber teams at Marsh and Woodruff Sawyer, overseeing operations for CAC Specialty's private equity practice, and working across carriers including AIG, Chubb and Travelers. The appointments follow SecondSight's recent Series A funding and Jamie Bouloux's appointment as President.

"Brokers need to help clients understand their exposures and make informed insurance decisions. Underwriters and portfolio leaders need to understand how those risks affect the books they manage," said Jamie Bouloux, President of SecondSight. "We've assembled leaders who bring firsthand experience across brokerage, carriers and technology. Their experience will help us focus the technology on the decisions that matter and help clients put it to work."

SecondSight's operating system, SHAPE, learns from customers' own data and external signals to reveal how risks connect and evolve. Grounded in traceable evidence, its intelligence helps brokers, underwriters and executives anticipate exposures and act on growth opportunities.

About the Executives

Derek Foreman, Chief Operating Officer, brings more than two decades of experience scaling technology and operations in highly regulated insurance markets. He joins SecondSight from Bloom Insurance, where he spent 17 years as Chief Operating Officer and later Chief Technology Officer, helping grow revenue from $5 million to $80 million. As CTO, Derek raised the capital to launch Ascend, a SaaS quoting and enrollment platform, and led its growth through SOC 2 compliance, a cloud migration, and expansion into mobile, voice, and individual marketplace products.

Dan Shoten, Chief Customer Officer, joins SecondSight with deep operational and financial expertise across the startup ecosystem. Most recently, he served as Managing Partner at Zag Capital, a single-family office with investments in startups, venture capital, real estate and services businesses. Previously, Dan spent a decade as an early operator at several high-growth startups including AppNexus (Acquired), OrderGroove and Rockerbox (Acquired). His experience includes establishing customer success and support functions from the ground up, developing client onboarding, engagement and reporting processes, and building and leading teams through growth.

David Anderson, CIPP/US, Senior Vice President and Co-Head of Client Engagement, brings more than a decade of insurance brokerage and risk management consulting experience. He previously served as Vice President of Cyber at Woodruff Sawyer, U.S. Head of Cyber at McGill and Partners, and Head of Major Accounts at Lockton. His work has spanned both production and brokerage leadership roles in management liability, cyber, and property and casualty insurance, including risk assessment, post-incident client support, and fierce claims advocacy.

James Tullett, Senior Vice President and Co-Head of Client Engagement, has advised clients on cyber risk and insurance for more than a decade. He began his career at JLT in London, placing complex cyber risks in the Lloyd's market before moving to the U.S. to develop JLT's cyber offering. Following JLT's acquisition by Marsh, he became one of the firm's Northeast cyber leaders, managing specialists and advising businesses across industries and risk profiles.

Kenneth Ross, Senior Vice President and Head of Channel Strategy, has held growth and operational leadership roles across all commercial lines of insurance and a broad range of market segments. Most recently, he was Chief Operating Officer of the Private Equity Practice at CAC Specialty. He previously served in senior roles in WTW's M&A and Transactional Risk Practices and Lockton's Financial Institutions Group.

Doug Schulkin, Senior Vice President and Head of Revenue Operations, has nearly 20 years of insurance experience, including roles at AIG, The Hartford, Travelers and Chubb. Most recently, he built a $3 million book of business from scratch in 18 months as a broker at Anzen. He previously served as Vice President of Sales at insurance technology company Relay Platform, adding experience in technology adoption to his insurance background.

About SecondSight
SecondSight is the operating system built for insurance. SHAPE combines specialized quantitative models with insurance workflows to help brokers, underwriters and executives understand risk, manage portfolios, and inform growth and capital decisions. Built by insurance operators and PhD researchers, SecondSight works with existing core infrastructure and gives customers ownership of the models trained on their data. For more information, visit the SecondSight website or LinkedIn.

Contact: [email protected]

SOURCE SecondSight