[Remote] Engineering & AI Systems Engineer at Trail of Bits

New York, New York, United States

Trail of Bits Logo
Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Cybersecurity, TechnologyIndustries

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

Responsibilities

  • 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

Skills

Key technologies and capabilities for this role

AIAutomationSoftware EngineeringInternal ToolsSlackDevOpsSystems Engineering

Questions & Answers

Common questions about this position

What is the salary for this Engineering & AI Systems Engineer position?

The salary is $10,000.

Is this role remote or office-based?

This is a full-time role based in the NYC office with remote flexibility.

What skills and qualifications are required for this role?

Candidates need a recently completed degree in Computer Science, Engineering, or a related technical field, along with strong software development skills and a track record of shipping projects.

What is the company culture like at Trail of Bits?

Trail of Bits has a Slack-first culture where ideas move fast and impact is measured by what you ship.

What makes a strong candidate for this position?

A strong candidate is a builder who can identify friction points, automate and streamline team workflows using AI and modern development practices, and ship production-ready tools while collaborating directly with the CEO.

Trail of Bits

Cybersecurity consulting and security research services

About Trail of Bits

Trail of Bits provides cybersecurity services focused on high-end security research and consulting for organizations facing complex security challenges. They specialize in areas such as reverse engineering, cryptography, virtualization, malware, and software exploits. Their services include security audits, secure deployment consulting, and developing solutions to address security vulnerabilities. The company caters to a diverse clientele, including major tech companies and government agencies, and generates revenue through consulting fees and training courses aimed at enhancing the skills of security teams. Trail of Bits distinguishes itself from competitors with its tailored consulting services and a strong emphasis on workplace culture, recognized as one of the best places to work. The goal of Trail of Bits is to help organizations effectively protect their systems and data from security threats.

New York City, New YorkHeadquarters
2012Year Founded
$5.2MTotal Funding
SEEDCompany Stage
Consulting, CybersecurityIndustries
51-200Employees

Risks

AI model unreliability in critical areas poses a risk for cybersecurity applications.
Emergence of pickle file attacks highlights vulnerabilities in machine learning models.
Focus on mobile security may divert resources from other critical cybersecurity areas.

Differentiation

Trail of Bits specializes in high-end security research and consulting services.
The company serves tech giants and government agencies with robust security measures.
Trail of Bits combines human intellect with computational power for meaningful security gains.

Upsides

Recognition as a leader in cybersecurity consulting boosts Trail of Bits' market credibility.
Partnerships with companies like Discord and Hugging Face expand their client base.
Involvement in iVerify's funding round shows strategic interest in mobile security.

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