Assessment

How Secure Is Your AI Stack?

AI systems have a whole new category of security problems. Do you know where yours are?

Includes a personalized analysis written by Seth based on 20+ years of engineering and startup experience.

17 questions · ~3 minutes

Question 1 of 17 Data Handling

What happens to sensitive data (PII, credentials) before it reaches your LLM?

Question 2 of 17 Prompt Safety

How do you handle prompt injection risks?

Question 3 of 17 Access & Credentials

Can your AI tools access production databases or internal APIs?

Question 4 of 17 Access & Credentials

How do you handle API keys and model credentials?

Question 5 of 17 Compliance & Audit

Do you log what your AI systems are doing?

Question 6 of 17 Data Handling

What's your policy on employees using AI tools with company data?

Question 7 of 17 Prompt Safety

How do you validate AI outputs before they reach users or systems?

Question 8 of 17 Compliance & Audit

Have you considered GDPR, HIPAA, or other regulatory requirements for your AI?

Question 9 of 17 Access & Credentials

How do you handle multi-tenant data in your AI systems?

Question 10 of 17 Compliance & Audit

Have you ever red-teamed your AI features?

Question 11 of 17 Training Data & Vendor Risk

Do you know - specifically - where your AI vendor's training data came from, and whether your production data is used to retrain the model?

Question 12 of 17 Model Supply Chain

How do you vet third-party AI models or open-source models you deploy?

Question 13 of 17 Model Supply Chain

What happens if your primary AI vendor has an outage or discontinues a model?

Question 14 of 17 Prompt Safety

How do you handle AI-generated content that could cause harm, violate regulations, or embarrass the company?

Question 15 of 17 Data Handling

When did you last check whether any of the third-party AI tools your employees use have had a security incident or changed their data policy?

Question 16 of 17 Model Supply Chain

How do you handle model versioning and know when an AI provider has silently changed model behavior?

Question 17 of 17 Compliance & Audit

What is your incident response plan if your AI system is found to have exposed user data or been used to generate harmful content?

One last step.

Enter your email to unlock your score, category breakdown, and a personalized analysis with article recommendations based on 20+ years of engineering and startup experience.

Thinking...

This takes a few seconds while we generate your personalized analysis.

0 out of 100

Category Breakdown

What to do next

Try Another Assessment

Newsletter

Want more like this?

I write about AI, Python, databases, and startups. One email, once a week.

Subscribe →