Engineering – AI Systems Engineer

Job not on LinkedIn

October 21

🗽 New York – Remote

Although this job is listed in New York, this company may be open to hiring remote in other states.

💵 $125k - $225k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

⚙️ Systems Engineer

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Trail of Bits

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Cybersecurity • SaaS • Blockchain

Trail of Bits is a company that specializes in software security and assurance. Established in 2012, it has assisted some of the most targeted organizations worldwide in securing their systems. Trail of Bits combines advanced security research with a practical attacker mindset to reduce risk and strengthen software code. The company offers services in software assurance, security engineering, and research and development, focusing on areas such as blockchain, cryptography, and mobile device security. They also provide expert training courses to enhance understanding of various security aspects like penetration testing and threat modeling.

51 - 200 employees

Founded 2012

🔒 Cybersecurity

☁️ SaaS

📋 Description

• Build and deploy internal tools that solve real operational challenges across engineering, operations, and go-to-market teams. • Design AI-powered workflows that enhance team productivity, knowledge management, and decision-making. • Create automation systems that eliminate manual processes and unlock team efficiency. • Integrate AI capabilities (like Claude) into existing workflows and communication platforms like Slack. • Collaborate directly with the CEO and senior leadership to identify high-impact opportunities and iterate rapidly on solutions. • Ship production-ready code that becomes part of Trail of Bits' operational infrastructure.

🎯 Requirements

• Recently completed a degree in Computer Science, Engineering, or a related technical field. • Strong software development skills with a track record of shipping projects—whether personal, academic, or professional. • Proficiency in modern programming languages (Python, JavaScript/TypeScript, or similar) and enthusiasm for learning new technologies quickly. • Experience or strong interest in AI integration, API development, and workflow automation. • Builder mindset: you see a problem and your instinct is to code a solution. • Comfort working in fast-paced, loosely-structured environments where you define your own projects. • Excellent communication skills—you can translate technical work into business impact. • Bonus: Experience with Slack apps, AI APIs (OpenAI, Anthropic), web scraping, data processing, or cybersecurity tools.

🏖️ Benefits

• Competitive salary complemented by performance-based bonuses. • Fully company-paid insurance packages, including health, dental, vision, disability, and life. • A solid 401(k) plan with a 5% match of your base salary. • 20 days of paid vacation with flexibility for more, adhering to jurisdictional regulations. • 4 months of parental leave to cherish the arrival of new family members. • $10,000 in relocation assistance to support your transition to NYC. • $1,000 Working-from-Home stipend to create a comfortable and productive home office. • Annual $750 Learning & Development stipend for continuous personal and professional growth. • Company-sponsored all-team celebrations, including travel and accommodation, to foster community and recognize achievements. • Philanthropic contribution matching up to $2,000 annually.