AI Red Teamer: Offensive Security & Threat Modeling

Handshake; United States; Remote; USD 140,000 - 210,000; Full time

Benefits offered by this job

Health Insurance

401k match

Parental leave

Sabbatical (six weeks)

Job summary

Handshake is seeking a Cybersecurity Red Teamer to evaluate whether AI models can be manipulated into generating harmful content, including malware and exploit code. You will think like an attacker with access to a capable AI assistant and craft adversarial prompts to simulate real-world threat scenarios.

The role requires deep cybersecurity expertise and hands-on assessment of model outputs, with responsibilities spanning the full kill chain from recon to exfiltration.

Qualifications

• Deep cybersecurity expertise required.
• Design adversarial prompts to test model safety.
• Experience in offensive security, pentesting, red teaming, vulnerability research, malware analysis, threat intelligence or incident response.

Responsibilities

• Evaluate whether AI model outputs could enable malware, exploits or attack tooling.
• Craft adversarial prompts and multi-turn interaction chains to simulate attacker use-cases.
• Evaluate model-generated payloads and determine real-world exploitability.
• Test model behavior across offensive categories (malware generation, exploitation, social engineering, etc.).
• Collaborate with researchers and policy teams to improve safety.

Skills

Cybersecurity

Red teaming

Threat modeling

Adversarial prompts

Code review

Tools

Python

PowerShell

Bash

C/C++

JavaScript

Job description

Handshake is seeking a Cybersecurity Red Teamer to evaluate whether AI models can be manipulated into generating harmful content, including malware and exploit code. You will think like an attacker with access to a capable AI assistant and craft adversarial prompts to simulate real-world threat scenarios.

The role requires deep cybersecurity expertise and hands-on assessment of model outputs, with responsibilities spanning the full kill chain from recon to exfiltration.