RedMonocle is risk intelligence software specially designed for the transformative CISO

RedMonocle, Inc. is a SaaS-based cyber risk quantification software designed to help CISOs and cyber security leaders, like you, find, fund, and fix their cybersecurity risk blind spots. 

How? The platform maps the software features available in your Security Stack to cybersecurity and privacy control standards like NIST SP 800-53, NIST SP 800-171, and the NIST CSF, so you can see where you have gaps and overlaps in coverage. Your gaps represent your blind spots and holes that could lead to a breach. Your overlaps represent areas for cost optimization.

RedMonocle Team on a video call

RedMonocle CRQ helps transformational CISOs quantify cyber risk to Find, Fund, and Fix cybersecurity risk blind spots and solidify a seat at the Board room table.

How? By mapping software features in your Security Stack to your security framework, like NIST SP 800-53. We help you see gaps and overlaps in coverage, connect them to business objectives to secure funding, and manage cybersecurity initiatives across your organization.

RedMonocle CRQ helps transformational CISOs quantify cyber risk to secure their stack – and their seat at the Board Room table – with a single platform.

Our Founders’ Story


RedMonocle was founded by Sean McDermott and Chris Schroeder who were also the masterminds behind RealOps, Inc. which was acquired by BMC. After doing over 25 years of extensive research on the complexities of purchasing and deploying enterprise software they realized there was a gap in the market; tools rationalization. They set out asking Technology leaders three important questions. First, how many software tools do you have? Second, how much do you pay for them? Third, do you know where you have gaps?

The resounding answer was, “I don’t know.” Sean and Chris aimed to change this.

After doing extensive research in the IT industry to discover where IT leaders might be missing the vulnerabilities they found something they didn’t expect. It turns out, the Software Stack, itself, is under attack. Every month we hear of another software product that’s announcing an exposed vulnerability. The concept of “trusted third party” software vendors is becoming a misnomer as Security Leaders face the impact of these breaches and look for ways to Secure their Stack.

Sean and Chris knew this was a problem they could solve. Together the team created and catalogued a Knowledge Base of over 300 security tools including their features and how those features map to cybersecurity and privacy control standards like NIST SP 800-53, the industry standard of choice. Now they could find cybersecurity risk blind spots and find their fixes from the Knowledgebase of alternatives. Then they partnered with Forrester to create indexes that make the business case for closing the risk blind spot so CISOs could fund their fixes. And finally, they built a risk registry for tracking fixes through their lifecycle.

They built a CISOs best friend. We call it RedMonocle.

Sean McDermott

President, CEO and Founder

Chris Schroeder

Vice President of Engineering and Co-Founder

Nichole Kelly
Vice President of Growth


Nichole Kelly

Nichole Kelly

Vice President of Growth

Nichole Kelly brings over two decades of experience in growing organizations top line and bottom line revenue. As one of the leading marketing influencers she is the author of "How to Measure Social Media" and has traveled the world teaching marketers how to build and execute ROI-driven marketing strategies at every major marketing conference. Also an entrepreneur, Kelly was also the founder of SME Digital, a digital marketing agency that was sold to Renegade Marketing.

Kelly leads an active life of service and is the founder of The Bipolar Executive blog and podcast. This project is  designed to help shift the conversation around mental illness to one of mental wellness in Corporate America. 

Kelly holds a Bachelor’s Degree in Business Administration with a minor in Marketing from Saint Leo University.

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Chris Schroeder

Vice President of Engineering, Co-Founder

Chris Schroeder has over 25 years of experience in large complex IT environments from the Fortune 500 to the federal government. Chris has an extensive technology background in mobility, infrastructure operations, and data analytics. Schroeder is a seasoned entrepreneur and co-founder of App47 and the Vice President of Engineering and co-founder of RealOps (sold to BMC).

Chris is an active volunteer in his community coaching boys and girls lacrosse, supporting high school STEM programs, and serving on the Pastoral Council. 

Schroeder holds a Bachelor’s Degree in Computer Science from Radford University and a Masters Degree in Technology Engineering from George Washington University.

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Sean McDermott

President & CEO, Founder

Sean McDermott’s curiosity for advancing technology began at his first job as a network engineer/architect installing and managing the first private internet for the U.S. Department of Justice. At a time when the internet was just taking off, McDermott was at the forefront and has continued to be on the cutting edge of technology leading Fortune 500 companies through the dot-com bust, 9/11 and the 2008 recession. Sean has over three decades of experience working with CIOs in the Fortune 500 to trail blaze innovation and protect the IT infrastructure of the largest commercial and federal organizations in the world. 

McDermott is a mission-driven, serial entrepreneur who founded Windward Consulting Group, RealOps, Inc. (sold to BMC), App47 and RedMonocle. He is also the founder of the Windward Foundation and Alzheimer’s Caregiver Alliance, an organization dedicated to easing the burden of caregiving for individuals and families touched by Alzheimer’s disease.

McDermott is a member of the Forbes Tech Council and has been featured in Security Boulevard, TechRepublic, IT Visionaries, APM Digest, Inside BigData, DevPro Journal, IT Toolbox and more. He  holds a Bachelor’s Degree in Electrical Engineering from Villanova University and a Masters in Engineering Management from The Catholic University of America. 

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