SilverSky has announced the appointment of Cary Conrad as its new Chief Executive Officer, marking an important leadership transition as the company prepares for its next phase of operational expansion and innovation. Conrad, who most recently served as President of SilverSky, will now lead the organization’s strategic execution with a strong emphasis on software development and data science to further strengthen the company’s cybersecurity capabilities and customer services.
Founded in the late 1990s, SilverSky has built a strong reputation for delivering enterprise-grade cybersecurity solutions to regulated and high-consequence organizations. Over nearly three decades, the company has consistently focused on operational resilience, regulatory compliance, and disciplined service delivery. With the appointment of Conrad as CEO, SilverSky aims to reinforce these foundations while accelerating innovation across its cybersecurity and compliance platforms.
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As part of the leadership transition, Richard Dobrow will move into the role of Chairman of the Board. In this new position, he will concentrate on governance, long-term strategic oversight, and strengthening alignment with investors. This shift ensures leadership continuity while allowing the executive team to focus more closely on operational growth and technology innovation.
Conrad brings deep experience in cybersecurity leadership and technology innovation. Prior to becoming CEO, he played a pivotal role as President in advancing SilverSky’s software development strategy. In particular, he led the launch of the company’s “Lightning” Managed Extended Detection and Response (MxDR) platform, which has become a key component of SilverSky’s value proposition for compliance-driven industries. Furthermore, Conrad was one of the original founders of a company that later evolved into SilverSky, giving him a unique understanding of the organization’s history, culture, and long-term mission.
His professional background also includes leading cybersecurity operations across the Americas for NTT Cyber Security, where he gained extensive experience working with global organizations and regulated industries. In addition, Conrad’s career includes deep expertise in signal processing mathematics, a discipline that plays a critical role in the development of modern artificial intelligence systems used in threat detection and cybersecurity analytics.
“SilverSky has always been built on operational discipline and long-term trust,” said Cary Conrad, CEO of SilverSky. “Many of our customers operate under formal regulatory and audit pressures. They require clarity, accountability, and measurable risk reduction. Our focus remains steady: operate effectively, strengthen posture over time, and execute with consistency. We will continue our mission using AI systems to increase our quest for better Detection, Response and Service for our customers. We are in a unique position to offer both security and compliance to the small and midsize marketplace, especially within regulated organizations.”
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Under Conrad’s leadership, SilverSky plans to continue expanding its focus on AI-driven cybersecurity solutions while strengthening services tailored to small and mid-sized organizations operating in regulated environments. As cyber threats become more sophisticated and compliance requirements increase, many organizations are seeking integrated solutions that combine security monitoring with regulatory alignment.
Richard Dobrow emphasized that the leadership transition is designed to support long-term stability while sharpening the company’s strategic direction.
“This transition ensures continuity while sharpening executive focus. Cary has demonstrated the leadership and operational rigor required to guide SilverSky forward. My transition to Board Chair allows me to concentrate fully on governance and long-term investment strategy as the company enters its next stage of growth.”
Looking ahead, SilverSky remains committed to disciplined expansion, operational maturity, and sustainable value creation for its customers, partners, and investors. By combining advanced cybersecurity technology with deep regulatory expertise, the company aims to strengthen its position in the market while helping organizations improve their security posture and maintain compliance in an increasingly complex digital landscape.
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