Trail of Bits

Engineering – AI Systems Engineer

Trail of Bits

full-time

Posted on:

Location Type: Remote

Location: Remote • New York • 🇺🇸 United States

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Salary

💰 $125,000 - $225,000 per year

Job Level

Mid-LevelSenior

Tech Stack

Cyber SecurityJavaScriptPythonTypeScript

About the role

  • 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.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
software developmentPythonJavaScriptTypeScriptAI integrationAPI developmentworkflow automationweb scrapingdata processingcybersecurity
Soft skills
communicationproblem-solvingadaptabilitycollaborationinitiativecreativityteam productivityknowledge managementdecision-makingbuilder mindset
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