Remote AI Red-Teaming Instructor (Live Online Classes)

YPAI; United States; Remote; USD 36,000 - 136,000; Full time

Job summary

YPAI Learn conducts live online classes for testing AI systems, teaching students to identify failures safely within scope. Classes are delivered in English from a prepared kit, remotely, with payment per class.

Instructors lead sessions such as red-team planning and reproducible reporting, guiding learners through findings and reports with controlled demo probes. Prior teaching or security workshop experience is valued, with flexible scheduling and pay per class.

Responsibilities

• Teach the live class “Plan and run a scoped red-team session on an AI assistant”, 90 minutes, from the class kit.
• Teach the live class “Write a reproducible report for a model failure”, 90 minutes, from the class kit.
• Show live how to probe the demo assistant one category at a time, such as prompt injection, jailbreak framing, privacy leaks and unsafe advice, and stop once the failure is proven.
• Walk learners through a finding report: exact prompts, model and settings, steps, expected and observed behaviour, how often it reproduces and a severity rating.
• Help learners who drift outside the scope, cannot reproduce a result they saw once, or are unsettled by disturbing output during testing.

Job description

YPAI Learn conducts live online classes for testing AI systems, teaching students to identify failures safely within scope. Classes are delivered in English from a prepared kit, remotely, with payment per class.

Instructors lead sessions such as red-team planning and reproducible reporting, guiding learners through findings and reports with controlled demo probes. Prior teaching or security workshop experience is valued, with flexible scheduling and pay per class.