5 Common AI Security Questions from Buyers (and How to Answer Them)

Q: Do you train on our data?

Enterprise buyers want to know their data won’t be used to retrain or fine-tune your models. Clarify if you use data for training, explain logging practices, and provide data retention and deletion policies.

Q: Can your AI be jailbroken?

Every LLM can be vulnerable to prompt injection without testing. Explain that you’ve performed LLM red teaming, share test results, and describe safeguards like input filters and guardrails.

Q: How do you prevent sensitive data leakage?

Data leakage can expose PII or secrets. Show that you run DLP/PII checks, use guardrails to block accidental exposure, and provide evidence from QA testing.

Q: What compliance frameworks do you follow?

Buyers expect AI-specific compliance coverage. Reference ISO/IEC 42001, SOC 2, ISO 27001, GDPR, or HIPAA. If certification is pending, share your roadmap.

Q: How do you monitor and audit AI behavior?

Transparency is key. Show that you log prompts, responses, and actions. Offer reporting dashboards and commit to ongoing monitoring for bias, refusals, and jailbreak attempts.

Prashanth Nagaanand
Aug 18
2 min read

Enterprise buyers love the promise of AI, but trust and security questions often slow deals.

If you’re building AI-native products, you’ve probably already heard some of these concerns. Answering them clearly can mean the difference between a stalled proof of concept and a signed enterprise contract.

Here are the five most common AI security questions buyers ask, and how to respond with confidence.

5 Common AI Security Questions from Enterprise Buyers (and How to Answer Them)
What questions do enterprises ask about AI security? How to prove AI models are safe for enterprise buyers. Do LLMs train on customer data? How to stop sensitive data leaking from AI prompts. What compliance standards apply to AI (ISO 42001, SOC 2, GDPR)?

1. Do you train on our data?

Buyers want to know their proprietary data won’t be used to retrain or fine-tune your models.

How to Answer:

State clearly if you train or fine-tune on customer data.
Clarify whether prompts and responses are logged.
If not training: say, “We do not use your data to train or fine-tune our models.”
Offer your data retention and deletion policies.

2. Can your AI be jailbroken?

Every LLM can be tricked with prompt injection without proper testing. Buyers want to know you’ve done your homework.

How to Answer:

Explain that you’ve performed LLM Red Teaming (simulated jailbreak attempts) or are planning to get them done.
Share testing results or red team reports.
Highlight safeguards like input filters, guardrails, and content moderation.

3. How do you prevent sensitive data leakage?

Data leakage is one of the top risks in enterprise AI adoption.

How to Answer:

Show that you’ve run PII scanning / DLP checks on your prompts and outputs.
Highlight guardrails that prevent PII or secrets from leaking.
Provide proof (e.g., “Our system flagged 40+ exposures during QA, which we fixed before launch.”)

4. What compliance frameworks do you follow?

Security reviews always include compliance. Buyers want alignment with established standards.

How to Answer:

Reference ISO/IEC 42001 (AI governance).
Map your program to SOC 2, ISO 27001, GDPR, HIPAA (depending on industry).
If not certified yet, share your roadmap (e.g., “We’re working toward ISO 42001 certification in 2025.”)

5. How do you monitor and audit AI behavior?

Transparency is critical. Buyers need visibility into how your AI behaves.

How to Answer:

Show you log prompts, responses, and system actions.
Offer reporting dashboards for oversight.
Commit to ongoing model monitoring (bias, refusals, drift, jailbreak attempts).

Clarity Builds Trust When Answering AI Security Questions

Enterprise buyers don’t expect perfection. They expect clear, consistent answers. If your startup can confidently address these five security questions, you’ll eliminate the biggest blockers to adoption and close deals faster.

Want to see how Rockfort answers these questions in practice? Book a Demo with us.