Robert Wood

CISO | Servant Leader | Advisor | Lifelong Student (posts here are my own opinions and musings)

I have built, scaled, and run security programs as a CISO at 4 different organizations ranging from small tech startups to trillion dollar government organizations. The early part of my career was spent working in application security and red teaming. Cybersecurity is a passion of mine; using it to do amazing things is something that gets me fired up.

That’s why I founded Sidekick Security. To help organizations achieve security-led growth and digital transformations. In an age of trust as currency in so many industries, I believe this is the time when security truly can be an enabler. 

Beyond that, I am a lifelong learner. I love studying outside of my field and finding ways to expand the mental models I have to solve problems differently, more effectively, or to think about them in altogether new and fresh ways. 

Founder and CEO

Helping to connect SMBs and startups with exceptional security talent. A fresh, blue ocean strategy on the cyber security services market for organizations that really need it. 

The next wave in identity security won’t be built on telemetry alone.Identity teams are buried in telemetry: sign-in logs, access grants, conditional access policies and more. They tell you what happened and who did it, but rarely explain why.That’s where context comes in. With advances in GenAI, we're unlocking insights once buried in tickets, chat threads, spreadsheets, documentation, and more. The result? Informed decisions, continuous automation, reduced friction and far less tedious, swivel-chair work across the identity estate.At Emanate Security, we build agentic workflows that combine telemetry with context at scale. Since every identity architecture is different, we partner closely with your organization to tailor solutions that fit your specific needs. We do so by combining our domain expertise with your operational knowledge. Whether your focus is compliance, hygiene, least privilege, or detection and response, we work to deliver immediate and measurable impact.We call it ESP: a platform that gives teams extrasensory perception into how identities behave, where they hold risk, and what needs attention.Why does it matter now?Because identity hasn't gotten the sophisticated, data-driven automation it deserves. And as the rise of AI agents changes everything, identity management needs to evolve. New identities are being created faster than ever before and our systems aren't prepared to keep up. The identity workload is exploding, and we’re helping teams get ahead of it.I’ve spent the past decade building cybersecurity products that solve hard problems. At Blue Coat, we helped CIOs secure their cloud transformation. At Emanate, we’re helping them prepare for the rise of the agents.Curious how this could help your team?Message me for a complimentary consultation.

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Robert Wood

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