Navigating AI Risk in the Enterprise
Like Duolingo, but for Navigating AI Risk in the Enterprise. Tomo turns the whole topic into a game you play five minutes a day, until it actually sticks.
For the part of you with thirty open tabs that never became anything.
Free during early access · No credit card · iPhone & Android

Key ideas in Navigating AI Risk in the Enterprise
- AI models don't naturally distinguish between instructions and data
- Attackers use phrases that command the AI to ignore previous text
- The model processes the entire prompt as a single stream of text
- Commands to adopt a new persona can override safety settings
- Why AI models are vulnerable to user commands disguised as data
- Identifying common pivot language used in attacks
- Malicious instructions attempt to change the AI's goal
- Complex questions stay within the expected topic of the chat
- Hidden commands in external text can hijack the AI's behavior
- The AI treats text it reads from a site as part of its instructions
- Distinguishing between legitimate complex questions and malicious instructions
- The danger of processing untrusted text without a filter
- The attacker then uses a pivot phrase to switch the AI's focus
- The attacker first provides normal-looking data
- A separate model can scan for 'ignore' commands before the main AI sees them
- The AI executes the new command instead of the original task
You've tried the other tabs
Thirty open tabs. Four facts you actually kept.
You watched. You nodded. By Sunday it was gone.
One answer, then back to scrolling.
Eight weeks. You meant to finish. You didn't.
Tomo gives Navigating AI Risk in the Enterprise the Duolingo treatment: levels, streaks, and quick quizzes that test what you just learned. That game loop is what the tabs above never had, so it's the one you actually finish.
Here's what playing it feels like
A real question from this course. Take your best guess.
What is the primary goal of an attacker using 'pivot language' in a prompt?
Get it right to open this lesson and 134 more in the app.
Where Navigating AI Risk in the Enterprise takes you
Move beyond basic safety prompts to build resilient, enterprise-grade AI systems. Learn to identify hidden vulnerabilities, manage data privacy at scale, and deploy models that remain reliable in unpredictable real-world environments.
- 1
Securing the User Interface
- Detecting Hidden Instructions in User Prompts
- Preventing Information Leaks in Chat Responses
- Filtering Harmful Content Without Breaking Utility
- Setting Boundaries for Autonomous Agents
- 2
Protecting Corporate Data Assets
- Identifying Sensitive Data in Training Sets
- Managing Privacy in Retrieval-Augmented Systems
- The Risks of Third-Party Data Processing
- Anonymization Techniques for Model Fine-Tuning
- Controlling Access Levels for Internal AI Tools
- Auditing Data Lineage for Compliance
- 3
Ensuring Model Reliability and Truth
- Measuring and Reducing Confident Falsehoods
- Testing for Bias in Specialized Domains
- Handling Edge Cases in Non-English Languages
- Monitoring Performance Drift Over Time
- Validating Output Consistency Across Versions
- 4
Defending Against Targeted Attacks
- Spotting Malicious Data in the Training Pipeline
- Protecting Against Model Theft and Extraction
- Hardening Infrastructure Against Resource Exhaustion
- 5
Operational Governance and Compliance
- Building an Internal AI Risk Framework
- Documenting Model Decisions for Regulators
- Assigning Human Accountability for AI Actions
- Balancing Innovation Speed with Safety Checks
- Incident Response Plans for AI Failures
- 6
The Mechanics of Vulnerability
- How Neural Networks Memorize Private Data
- The Math Behind Probability-Based Errors
- Why Large Models Are Harder to Predict
- The Trade-off Between Safety and Model Intelligence
6 sections · 27 units · 135 levels. Built to play, not to enroll.
You pick the voice
Navigating AI Risk in the Enterprise is taught in the The Bestie style: your friend who just gets it. Want a different feel? In the app you can spin up the same topic in any of Tomo's teaching styles. Same facts, totally different vibe.
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