Trail of Bits
Deepening the Science of Security
Remote
Remote

Chief Scientist (Remote)

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About Trail of Bits
Trail of Bits helps secure the world’s most targeted organizations and products. We combine high-end security research with a real-world attacker mentality to reduce risk and fortify code.

As a cybersecurity research and consulting firm, we serve clients in the defense, tech, finance, and blockchain industries. We help with their most difficult security challenges by designing and building new technology, researching new techniques to advance the state of practice, and reviewing the security of the latest available technology products before they hit the market.

Our team consumes, produces, and presents research as a natural part of doing business. When we make new discoveries or developments, we strive to share our knowledge and release our tools as open-source. It’s a practice that’s earned us industry accolades and helped contribute to our double-digit bottom-line growth.

Role
​​​​We are looking for a Chief Scientist to provide technical leadership across the organization, particularly in and between our assurance and research practices. You will be responsible for leading the development and dissemination of technology techniques to solve Trail of Bits’ business and technological challenges.

You will work with employees, stakeholders, and customers to ensure our code review, security engineering, and applied research processes and practices are effective, efficient, and secure. Strategic thinking and strong security acumen, particularly in software security and programming language theory are essential in this role. We expect you to be well-versed in current technology trends and familiar with a variety of cybersecurity business concepts in order to communicate where we sit and aspirationally could innovate and lead within the industry.

Responsibilities

  • Oversee all company technical operations to ensure they produce the desired results and are consistent with the overall strategy and mission.
  • Make high-quality technology-led decisions to improve our standing against competitors and meet customer needs.
  • Analyze complex technological situations and provide solutions to ensure company success, differentiation, and growth.
  • Provide technical leadership across the organization.
  • Lead and mentor our teams in our assurance and research practices. Have an understanding of their projects and workflow and act as a point of escalation for clients.
  • Inspire our team to execute and deliver high-performing technology practices.
  • Directly manage our middle management leads.
  • Develop the company's technology strategy, standard practices, and resources.
  • Contribute to our overall roadmap and trajectory.
  • Ensure internal software and technologies are used efficiently, profitably, and securely. 
  • Discover, evaluate, and implement new infrastructure and systems in partnership with IT.
  • Decide and carry out the implementation of new resources and sunsetting old ones.
  • Elevate our projects and connect them to industry gaps.
  • Maintain a deep knowledge of the competitive landscape, market, and cybersecurity industry.

Requirements

  • Proven experience as CTO or Chief Scientist or other managerial or leadership position.
  • Deep understanding and familiarity with the cybersecurity industry.
  • An effective manager and an inspiring leader.
  • Entrepreneurial mindset with outstanding organizational and leadership skills.
  • A startup mentality with a bias to action and the ability to flex in a fast-paced environment.
  • Prior experience working remotely. Strong personal organizational skills and a love for self-time management.
  • Understanding of budgets, forecasting and business planning.
  • Analytical abilities and problem-solving skills.
  • Excellent communication and public speaking skills.
  • Must live in the United States or Canada.

Company Perks

  • Before, during and after COVID-19, our workforce works flexibly. Many employees choose to work from home around the globe. As long as you deliver against your goals, we encourage you to harness your personal working style to let you work best.
  • Liberal expense policy for acquiring the equipment and software that help you do your job. If we need hardware to work effectively, we buy it. 
  • We offer exceptional and tailored technical, leadership, and organizational training for our team members. Everyone is encouraged to identify additional opportunities for personal professional growth with working at Trail of Bits.
  • We routinely highlight the amazing work our employees do via our blog, product offerings, and conference talks. We celebrate you!
  • We're at the forefront of a number of markets and have the internal expertise and the ambition to capitalize on those opportunities. Our employees see their work in use and valued by many others.

Benefits for US Employees

  • Multiple generous health, vision, and dental insurance plans including no-monthly-premium options supporting individuals and families through JustWorks.
  • Ancillary benefits including life and disability insurance, pre-tax commuter benefits, free Citi Bike membership, access to a HealthAdvocate, a healthcare Flexible Spending Account (FSA), and a free One Medical membership.
  • 4 months paid parental leave.
  • 401k with 5% company matching through Betterment.
  • Moving expenses: $5,000 one-time.
  • Charitable donations matching up to $2,000.
  • One time $1,000 at home office expense stipend.
  • $500/year personal learning & development budget. 
  • Executive coaching for managers and above.
  • Options for coworking space (some restrictions may apply). 
  • Bonuses for recruiting, public speaking, tool releases, blog posts, academic posters, proposals, and whitepapers, and end-of-year bonuses based on company, team, and personal performance.
  • 20 days of Paid Time Off (PTO) per year.
  • 14 company holidays per year.
  • Carbon offsets for your personal and corporate carbon emissions through Project Wren.
  • Manage your student loans right alongside your 401(k) in Betterment.

Benefits for Canadian Employees

  • Premium health, vision, and dental insurance plans.
  • Life/AD&D Insurance options, as well as short- and long-term disability insurance plans.
  • 14 paid company holidays, including provincial statutory holidays and select US holidays.
  • 2 weeks of Paid Time Off (PTO) and 2 weeks of sick time per year.
  • RRSP plan with 5% company matching.
  • Annual charitable donation matching up to $2,000.
  • Bonuses for recruiting, public speaking, tool releases, blog posts, academic posters, proposals, and whitepapers, and end-of-year bonuses based on company, team, and personal performance.
  • Carbon offsets for your personal and corporate carbon emissions through Project Wren.

Dedication to diversity, equity & inclusion
Trail of Bits is committed to creating and maintaining a diverse and inclusive workplace where our employees can thrive and be themselves! We welcome all persons into our community. We embrace the diversity of gender, gender identity or expression, race, color, religious creed, national origin, ancestry, age, physical and mental disabilities, medical condition, genetic characteristic, sexual orientation, marital status, family care or medical leave status, military or veteran status, or perceived membership in any of these groups.

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Candidate Location Eligibility:
New York City, NY

Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • C++Languages
    • GolangLanguages
    • KotlinLanguages
    • PythonLanguages
    • SwiftLanguages
    • CLanguages
    • HaskellLanguages
    • ReactLibraries
    • LLVMFrameworks
    • RocksDBDatabases
    • SQLiteDatabases
    • Google AnalyticsAnalytics
    • InVisionDesign
    • TrelloManagement
    • WordpressCMS
    • WebFlowCMS
    • PipedriveCRM
    • MailChimpEmail
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What are Trail of Bits Perks + Benefits

Trail of Bits Benefits Overview

Our payroll, healthcare, and other HR benefits are delivered through JustWorks. Employees have a choice between 4 healthcare plans, 2 vision plans, and 2 dental plans, each of which are covered 100% or have only modest costs associated with them.

Our benefits package also includes:
- Short and long term disability insurance and life insurance
- A Flexible Spending Account (FSA) for pre-tax healthcare expenses
- Commuter benefits for pre-tax subway cards, parking, and bicycle rentals (applicable to those in NYC)
- Access to healthcare services from One Medical, Teladoc, and Health Advocate
- Gynecology and fertility care through Kindbody
- A 401(k) delivered through Betterment with 5% company matching
- Carbon offsets for all corporate travel through Project Wren

Culture
Friends outside of work
Eat lunch together
Daily sync
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Diversity
Unconscious bias training
We work with LifeLabs once per year to deliver an unconscious bias and behaviors of inclusion training to our employees.
Hiring Practices that Promote Diversity
Inclusive language in job postings, prioritize under-represented groups in our hiring pipeline, work with specialized recruiters, avoid whiteboard coding during interviews.
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Trail of Bits employees can contribute up to $2750 annually to their FSA.
Disability Insurance
Short-term Disability insurance covers 60% of weekly salary up to $1,000 weekly maximum payout. Long-term Disability insurance covers 60% of monthly salary up to $5,000 monthly maximum payout.
Dental Benefits
Choose between premium MetLife or Aetna PPO+ dental plans, at no cost to the employee.
Vision Benefits
Choose between premium MetLife or Aetna Vision+ plans, at no cost to the employee.
Health Insurance Benefits
Trail of Bits health insurance policy covers up to 100% of out of pocket expenses. All health insurance plans include access to HealthAdvocate, OneMedical on-demand primary care, and Teladoc.
Life Insurance
All full time employees receive $50,000 in Life Insurance and $50,000 in AD&D Insurance at no cost to the employee
Wellness Programs
Full time employees in qualifying locations have access to fitness club discounts, a gym membership stipend, ClassPass, and bike share membership.
Retirement & Stock Options Benefits
401(K)
401(K) Matching
Trail of Bits provides employees with a 401(k) matching plan managed by Betterment. We match 5% of employee's annual gross pay.
Performance Bonus
Match charitable contributions
Trail of Bits will match $2000 of charitable donations per year.
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
We maintain a flexible work schedule that cares more about results than time in the office.
Remote Work Program
Family Medical Leave
Vacation & Time Off Benefits
Generous PTO
Trail of Bits employees receive 20 days per year of paid time off.
Paid Holidays
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Relocation Assistance
Fitness Subsidies
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Lunch and learns
We regularly host team reviews of new academic research publications.
Cross functional training encouraged
Promote from within
Time allotted for learning
Learning is a continuous activity at Trail of Bits, and employees are bonused for completing online classes, frequently collaborate in study groups, and meet to discuss recent academic papers.

An Insider's view of Trail of Bits

What’s the vibe like in the office?

Our offices are very easy going. Since half our employees are remote, we’re a remote-first company that just happens to have 20 people working in NYC. This gives us the benefit of a flexible remote culture but also have a place to get away from home and socialize with coworkers without rigid hours.

Ryan

Principal Security Engineer

How do you collaborate with other teams in the company?

Half of Trail of Bits is remote, so online collaboration and communication keeps us running. We make heavy use of Slack, Google Docs, Github, Trello, and video calls. Each project has its own Github repository and Slack channel, where most project communication occurs. A weekly video call provides high-level updates to the whole company.

Artem

Principal Security Engineer

What makes someone successful on your team?

My coworkers generally have deep knowledge in a technical area such as systems engineering, software vulnerabilities, cryptography, or something else and many are organized, good at communicating, and work well with a team. To be successful on the team I think it is best to be open minded, willing to learn new things, and easy to work with.

Sam

Senior Security Engineer

How would you describe the company’s work-life balance?

Trail of Bits makes it really easy for each of us to create the work-life balance that works for us as individuals. There is a lot of flexibility around when and where we work, and our tools and workflows make collaboration easy in a variety of settings.

Amelia

Director of Operations

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