AI, Automation, and the Next Generation of Insider Threats
Intro: The New Insider Risk Isn’t Coming—It’s Already Here
“Insider threat” isn’t new. But AI changes what insiders—especially malicious ones—can do.
A malicious insider is someone with legitimate access who intentionally abuses it: an employee, contractor or partner who uses their position to steal, sabotage or exploit.
In an AI-enabled environment, that person doesn’t just have access. They have amplifiers.
Malicious insiders sit at a perfect intersection:
They know your systems, processes and people
They have legitimate credentials, devices and routes in
They understand where sensitive data lives and how work really gets done
Even before AI, insider incidents at tech companies, financial institutions and cloud providers regularly racked up multi-million-dollar costs in remediation, fines and lost trust.
AI gives malicious insiders:
Content generation at scale – realistic phishing, fraud and social engineering campaigns that abuse insider knowledge
Code and script assistance – help writing evasive tools or prompts to bypass controls
Synthetic media tools – deepfakes and fake artifacts (emails, screenshots, documents) that complicate investigations
Data discovery support – faster ways to locate, classify and exfiltrate sensitive information across AI and data platforms
The same Psychological Perimeter that enables legitimate work—identity, context, cognition—can now be turned inward with more power and subtlety.
Not all insider risk is malicious. Far more often, well-intentioned people do risky things:
Pasting sensitive data into public AI tools
Relying on AI-generated content in contracts or code without review
Using unapproved plugins or shadow AI to “get the job done”
These accidental insiders live squarely inside your Psychological Perimeter. The problem isn’t that they’re bad actors; it’s that the culture, workflows and AI guidance around them are underdeveloped.
To manage malicious and accidental insiders, especially with AI in the mix, you need to:
Combine technical monitoring (identity analytics, data security, AI telemetry) with human insight (pressures, norms, grievances)
Integrate insider risk into your Human Risk Management Programs
Recognize that insider risk is as much cultural as it is technical
For a deeper dive into how insiders fit into the broader Psychological Perimeter and AI workforce risk, see:
“The Psychological Perimeter: Human Risk, AI, and the New Frontline of Cybersecurity.”
“AI Workforce Risk: The Problem You’ll Only See When It’s Too Late.”
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