Trail of Bits
High-end cybersecurity consultancy with a real-world attacker mentality.
Remote

Head of People Operations

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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

Trail of Bits is seeking a Head of People Operations who will own and drive all aspects of human resources, including recruiting, retention, onboarding, performance management, learning and development, employee relations, compensation strategy, and diversity, inclusion, and belonging strategy in a remote first and globally located team. You will be a key strategic partner and influential contributor to the executive team, partnering with company leadership to build a world-class culture. 


We’re seeking an experienced HR professional who is excited to build effective systems from the ground up for a growing business. You’ll work directly with our executive and operations teams to set and implement HR strategies throughout the organization. Our unique and flexible culture within our industry has been a strategic asset for Trail of Bits since day one; we’ll look to the new Head of People Operations to help us preserve the most valuable aspects of this culture as we grow, while simultaneously pushing us to improve. 

Responsibilities

  • Understand the Trail of Bits vision and culture to become a steward of our guiding principles in the practice of People Operations, which includes protecting the employee and company by humanizing impersonal systems and continuously improving engagement, development, wellness, and retention.
  • Drive People Operations and HR compliance, program implementation, and operationalization, as well as the execution of day-to-day People Operations processes across recruiting, benefits, compensation, engagement, global policies, and HRIS systems.
  • Understand short- and long-term organizational goals and recommend implementation plans, new approaches, policies, and procedures to effect continual improvements in development of HR within the organization.
  • Manage the recruiting process, ensuring that the supply for new qualified engineers matches internal demand and working as a business partner to team leads.
  • Oversee the hiring and onboarding process, ensuring excellent employee experience.
  • Administer performance management, organizational development, and talent retention initiatives.
  • Find innovative ways to improve and enhance our company culture while nourishing it as we grow. Oversee the design, development, and integration of smart, scalable programs, policies, systems, and procedures that support the employee lifecycle, and focus on affecting organizational change while ensuring legal and regulatory compliance.
  • Partner with VP of Operations for the overall diversity, inclusion, and belonging strategy.
  • Manage total rewards programs and analysis for the organization, providing benchmarking and compensation recommendations and strategic benefits planning.
  • Maintain knowledge of industry trends and legislation to ensure adherence to federal, state, and local legal requirements and business compliance.
  • Oversee international employment contracts and benefits administration.
  • Continuously collect and action against metrics that help us improve (surveys, hiring and compensation statistics, benchmarking, etc.).

Requirements

  • Passionate about people, workplaces, and culture with 10 years of progressive people operations experience with at least four years in a leadership capacity, preferably at a global technology company.
  • Track record of developing forward-thinking human resources and talent acquisition strategies and initiatives, and of successfully scaling strong company culture; ideally, you've helped a company grow from 100 to 200 people.
  • You're an approachable, active listener who inspires trust and confidence from leaders and individual contributors.
  • Strong program/project management orientation to develop streamlined human resources programs and processes.
  • Willingness to roll up your sleeves and act as a strategic and tactical team player.
  • Highest ethical standards, integrity, credibility, and character.
  • Self-motivated and engaged team player with strong interpersonal capabilities.
  • Experience working with engineers or otherwise highly technical individuals.
  • People Operations tech stack management, HRIS, ATS, total rewards, performance management tools.

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.

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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What are Trail of Bits Perks + Benefits

Trail of Bits Benefits Overview

Empowered Living
From the moment you start, our holistic approach takes care of you and your family with fully company-covered insurance packages — health, dental, vision, disability, and life. We complement this with a solid 401(k) match of 5% of your base salary to build your future financial health. Plus, to maintain a healthy work-life balance, you're entitled to 4 weeks (20 days) of paid vacation (unless otherwise mandated by jurisdictional regulations), with the flexibility to add more.

Nurturing New Beginnings
Embracing life's milestones is part of our ethos. As you welcome new family members, our 4 months of parental leave ensures you're fully present in those precious early moments. And if relocating to the vibrant heart of New York City is part of your journey, we make the move smoother with a $5,000 relocation assistance.

Work & Life Enrichment
We recognize that a fulfilling career transcends the confines of the office. That's why we offer an initial $1,000 Working-from-Home (WFH) stipend to set up your ideal home office, ensuring productivity and comfort in your workspace. Our commitment to your continuous learning and development comes with a yearly $750 L&D stipend, encouraging you to grow your skills and knowledge. To foster our united spirit, we bring everyone together for an all-company celebration, with all travel and accommodation provided, to recognize our shared successes and strengthen our community bonds.

Community Impact
Integral to our culture is a dedication to exerting a positive influence beyond our workplace, where we annually match your philanthropic contributions up to $2,000. Our commitment also extends to environmental responsibility, where employees can participate in Project Wren, a subscription service that offsets their carbon footprint through climate change initiatives.

Culture
Volunteer in local community
Open door policy
OKR operational model
Team based strategic planning
Flexible work schedule
Remote work program
Diversity
Mandated unconscious bias training
Hiring practices that promote diversity
Health Insurance + Wellness
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Mental health benefits
Transgender health care benefits
Financial & Retirement
401(K)
401(K) matching
Performance bonus
Charitable contribution matching
Pay transparency
Child Care & Parental Leave
Generous parental leave
Family medical leave
Return-to-work program post parental leave
Vacation + Time Off
Generous PTO
Paid volunteer time
Paid holidays
Paid sick days
Office Perks
Commuter benefits
Company-sponsored outings
Relocation assistance
Fitness stipend
Home-office stipend for remote employees
Professional Development
Job training & conferences
Tuition reimbursement
Lunch and learns
Promote from within
Mentorship program
Continuing education stipend
Continuing education available during work hours
Online course subscriptions available
Customized development tracks
Paid industry certifications

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