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Trail of Bits

•
125 employees
Fully Remote

Trail of Bits is a cybersecurity firm that combines high-end security research with a real-world attacker mentality to secure some of the world's most targeted organizations and products. Founded in 2012, the firm audits and hardens software across blockchain, AI/ML, and cryptography, and publishes the open-source security tooling behind much of that work.

Trail of Bits's Remote Policy

Trail of Bits is remote-first by default, with remote-friendly policies across the firm. From their careers page: "All roles are remote-friendly and we work across multiple time zones. Some positions list a primary city for tax or in-person reasons, but day-to-day work is remote." Hours are flexible with enough overlap across time zones for teams to collaborate, and core hours are set per role and team and discussed during the interview. See https://trailofbits.com/careers/

Benefits & Perks

Health & Wellness

7

Health Insurance

Trail of Bits offers health insurance with no monthly premiums, including multiple generous medical plans.

Dental Insurance

Dental coverage is included among the company's health plans at no monthly premium.

Vision Insurance

Vision coverage is included among the company's health plans at no monthly premium.

Life Insurance

The company provides life insurance coverage to employees.

Disability Insurance

Disability insurance coverage is provided to employees.

Flexible Spending Account (FSA)

Employees can use a ConnectYourCare flexible spending account for pre-tax healthcare expenses.

Fitness Stipend

The company provides fitness stipends for gym memberships and physical wellness.

Financial

5

401(k) / Retirement Plan

Trail of Bits offers a 401(k) retirement plan administered through Betterment.

401(k) Match

The company matches 401(k) contributions up to 5% of salary.

Performance Bonus

Employees receive end-of-year performance bonuses along with ongoing bonus opportunities.

Commuter Benefits

Pre-tax commuter benefits are available to employees.

Relocation Assistance

Trail of Bits offers $10,000 in relocation assistance for employees moving to NYC.

Time Off

3

PTO / Vacation

Employees receive four weeks (20 days) of paid time off per year.

Paid Holidays

The company observes 15 paid company holidays in addition to PTO.

Flexible Schedule

Working hours are flexible, with core hours set per role and team to ensure enough time-zone overlap for collaboration.

Remote & Equipment

2

Home Office Stipend

A $1,000 work-from-home stipend to create a comfortable and productive home office.

Company Offsites / Retreats

Trail of Bits holds regular off-sites for its distributed remote team.

Family & Care

2

Fertility Benefits

Kindbody provides gynecology and fertility care to employees.

Parental Leave

New parents receive up to four months of paid parental leave.

Professional Growth

4

Learning & Development Budget

Employees receive a continuing-education stipend of $750 per year for training sessions and learning courses.

Conference Attendance

The company funds attendance at industry conferences and off-sites.

Mentorship Program

Trail of Bits runs a mentorship program for employees.

Defined Career Pathways

Customized development tracks and a promote-from-within philosophy support career progression.

Culture & Perks

5

Charity Matching

Trail of Bits matches employee charitable donations.

Employee Referral Bonus

Employees earn recruiting and referral bonuses for successful hires.

Team Events & Social Budget

The company sponsors company and team outings and virtual events.

Employee Recognition Awards

Employees earn bonuses for public presentations and published blog posts.

Entrepreneurship Encouraged

Employees get dedicated time for internal R&D projects.

Tech Stack

JavaScript & Libraries

TypeScript
React
Astro
jQuery
Underscore JS
Moment.js
Styled Components

Frameworks

Cpp
Golang
Python
Solidity
C
Haskell
Kotlin
Docker

Databases

PostgreSQL
Rocksdb
Sqlite

Infrastructure

AWS
GitHub
Fly IO
Linux

CMS & Content

Webflow
Hugo
WordPress

Hosting

Netlify
Vercel

Analytics & Monitoring

Plausible Analytics
Cloudflare Web Analytics
Hubspot Analytics
Google Analytics

Advertising & Marketing

Hubspot Crm
Mailchimp
Pipedrive
Pandadoc

Integrations

Slack
Docusign
Openai
Anthropic
Langchain
Pytorch
reCAPTCHA
Miro
47 technologies detected

Why Trail of Bits

Few security firms leave a public trail this deep. Trail of Bits has put out 946 publications and 620 audit reports, and maintains more than 200 open-source security repositories on GitHub. It runs the Empire Hacking community Slack and partners with OpenAI on Patch the Planet, an initiative to harden open-source security. By its own description, it is one of the most concentrated benches of security expertise anywhere.

The culture rewards curiosity, deep technical work, and visible public output: engineers ship open-source tools, present at conferences, and publish research. Teams are distributed across multiple time zones, and internal R&D projects are part of the normal rhythm rather than a side activity.

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