AI-Powered Cyber Skills
Five structured learning paths to become a next-generation AI Security Engineer — Cloud, Network, Web & App, SOC, and Pentesting. Each path combines 754 Claude skills with Claude's extended reasoning model, progressing from Simulation → Evidence → Actual so you build real expertise, not just certifications.
The approach
Traditional training teaches you what tools exist. Casky teaches you how to think with Claude's reasoning model — the way the next generation of security engineers already works.
Claude's extended thinking doesn't just run tools — it reasons through problems the way a senior practitioner does. You learn by watching and directing that reasoning, not reading about it.
vs. passive video courses
Every skill maps to MITRE ATT&CK tactics, NIST CSF functions, and OWASP categories. You always know exactly where your knowledge sits in the industry map.
vs. random skill tutorials
5 learning paths · 754 skills · 12 domains
Follow a structured path to your target role, or explore any domain freely. Every skill is powered by Claude's reasoning model and mapped to the frameworks employers care about.
Career-mapped training
Each path takes you from foundational skills (101) to advanced practitioner (201) to a shareable Casky certificate — using Claude's reasoning model at every step.
AWS · Azure · GCP hardening with Claude AI
The workflow
Navigate the registry by MITRE ATT&CK tactic, NIST CSF function, or OWASP category. Each skill ships with learning objectives, prerequisites, and a sample target ready to go.
Enter a URL, IP range, log file, or scenario brief and hit run. Claude takes the skill's methodology and applies it live — reasoning, investigating, reporting in real time through your browser.
Every run produces CVSS-scored findings tagged to MITRE techniques. Your findings board becomes a portfolio of real security analysis — not hypothetical exercises.
The platform
A real look at the Casky Playground.















Follow a structured learning path from 101 to certification before you graduate. Walk out as an AI Security Engineer with a portfolio of real findings, not just a transcript.
Add Claude's reasoning model to your toolkit and get ahead of the shift from tool-runner to AI-augmented analyst. The next generation of practitioners is already working this way.
Coming from SWE, DevOps, or IT? Pick the path that matches your target role — Cloud Engineer, SOC Analyst, Pentester — and follow it step by step with AI as your guide.
Pick a learning path, run 754 Claude-powered skills against live targets, and earn your Casky certificate. Simulation → Evidence → Actual. Free for early members.
Start in Simulation — safe, guided, zero infrastructure. Move to Evidence mode for real structured findings. Graduate to Actual mode running Claude on your own live targets.
Simulation → Evidence → Actual
Traffic analysis, detection, and response
OWASP Top 10, API security, secure code review
Threat detection, triage, incident response
Full attack lifecycle — recon to report
Structured 6-week cohorts with Casky founders and expert tutors. Real-time sessions, live labs, and peer cohorts — for practitioners who want guided, accountable training.
Progressive learning modes
Simulation
Safe, guided practice against demo targets. Zero infrastructure required. Master the skill before you apply it.
Evidence
Real targets, structured findings. CVSS-scored, MITRE-tagged, ready for your portfolio. Prove what you can do.
Actual
Run Claude on your own infrastructure. Enterprise-grade AI security analysis — the way practitioners actually work.
Select completed runs and generate a full assessment report — executive summary, technical findings, remediation roadmap. Download as Markdown. The exact format used in real engagements.
© 2026 Casky.AI, Inc. · AI-Powered Cyber Skills