Hi, I'm Damian

I Build Applied Knowledge Systems
for GTM Teams

Where You Can Find Me

Path to Pre-Sales podcast episode artwork

Path to Pre-Sales

Breaking into a cybersecurity pre-sales role.

We the Sales Engineers podcast episode artwork

We the Sales Engineers

Designing your role to become obsolete.

The Social Sales Engineer podcast episode artwork

The Social Sales Engineer

Knowing and understanding your audience.

Dark Reading article thumbnail

Dark Reading

The privacy war is coming.

Burning Pre-Sales podcast episode artwork

Burning Pre-Sales

A look at how the SE role is changing.

How I Can Help

Solutions Advisory

The best solutions teams deeply understand their buyers and the problem space, but too often we get stuck in the (technical) weeds. I help teams learn how to reframe the conversation with less guesswork and more focus on the context that builds trust.

AI Transformation

We've all seen how fast AI can generate content, but it's often unstructured and missing context. I work with GTM teams to turn overwhelming enablement into stories that resonate with both buyers and practitioners. All with a little help from AI.

Cybersecurity Expertise

Security is one of the least forgiving industries to sell into; practitioners spot marketing materials a mile away, and executives are asking an entirely different question. I bring deep hands-on security experience to your early-stage GTM motions or product builds.

Interested in working together?
Reach out on LinkedIn and let's chat.

What I'm Working On

Cyber Informants website screenshot

Cyber Informants

We transform Solutions Engineers into strategic operators — teaching the tradecraft of customer intelligence to decode buyer psychology, act on the right signals, and architect the win from first call to close.

Visit the Site
Interconnected Security research cover

Interconnected Security

AI has created a new interconnected risk landscape across every role, team, and surface in your organization. The rules of security, the ones we've relied on for decades, no longer apply.

Explore the Research
Monster in the Browser book cover

Monster in the Browser

The threat isn't new, but you've probably never seen it before. This book explores the client-side security space and the monster that is quietly lurking in your browser, whether you're human or an AI agent.

Read the Book

Portrait of Damian Tommasino

Hey there, I'm Damian — GTM Operator & Applied Knowledge Builder.

I've spent over a decade in cybersecurity go-to-market — as an individual contributor, a leader, the first SE hire at multiple startups, and most recently as an AI Forward Deployed CTO.

The problem I keep coming back to: being seen as only the technical expert. Years ago this label made sense. Today, AI can generate responses faster than you'll finish reading this. But knowing which piece of that knowledge belongs in front of a practitioner versus an executive, in this deal, this week — that's a very different skill altogether.

Today I use my GTM background to help organizations build applied knowledge systems — combining content and deep domain expertise with AI into a context engine buyers actually trust. Not just as the person who knows the product, but as the person who knows what to say, to whom, and when it matters.