Founded in 2012 by 3 expert hackers with no investment capital, Trail of Bits is the premier place for security experts to boldly advance security and address technology’s newest and most challenging risks. It has helped secure some of the world's most targeted organizations and devices. Our combination of novel research with practical solutions reduces the security risks that our clients face from emerging technologies. Our work helps drive the security industry and the public understanding of the technology underlying our world.

Cybersecurity preparedness is a moving target. Companies like ours are the tip of the spear in the fight against attackers. Our research-based and custom-engineering approach ensures that our client’s capabilities are at the forefront of what’s available. For companies and technologies that live and die by their security, a proactive, tailored approach is required to keep one step ahead of attackers.

Democratizing security information is essential. As part of our business, we provide ongoing informational support through blogs, whitepapers, newsletters, meetups, and open-source tools. The more the community understands security, the more they’ll understand why a company like ours is so unique and valuable.

Role Mission

Trail of Bits seeks a forward-thinking and results-driven Head of Consulting Sales to elevate our founder-led Sales team and lead our sales strategy into new innovative growth phases. In this role, your mission encompasses nurturing upward and outward growth, driving new sales, developing strategic partnerships, and enhancing our market insights and feedback mechanism. Leading a dedicated Sales team, your role is pivotal in widening our market reach and augmenting our client base. We seek a leader who possesses a profound understanding of cybersecurity and can merge the dynamic nature of a tech-centric environment with the strategic sharpness required for scaling our sales operations in the cybersecurity consulting niche.

As the Head of Consulting Sales, you will be the cornerstone in translating Trail of Bits’ cutting-edge security expertise into commercial success. This role encompasses more than just driving sales; it’s about embodying the brand's essence, unlocking new business opportunities, and bolstering our market presence. You will embody our commitment to excellence, innovation, and client success.

Outcomes - What You'll Achieve

A successful candidate will be pivotal in expanding our sales pipeline and enhancing external relationships, enabling Trail of Bits to achieve aggressive, attainable growth targets. We are proud of our founder-led sales and want to bring on an executive to support our CEO in growth during this exciting point in Trail of Bits’ story. This entails:

Competitive Insight: Analyses and translates industry trends and the competitive landscape, leveraging these insights to identify and capitalize on new business opportunities, ensuring Trail of Bits maintains a leading industry position.
Strategic Sales Growth: Spearhead our sales initiatives, setting and achieving ambitious goals. Your direct contribution will positively impact our revenue growth.
Team Leadership and Development: Lead and cultivate a culture of excellence and accountability within the Sales team, fostering their growth and aligning their efforts with our overarching Sales strategy.
Market Expansion and Partnerships: Identify and develop new market opportunities and partnerships, broadening our client base and reinforcing our standing in the cybersecurity industry.
Marketing Synergy: Work closely with the marketing team to refine our messaging strategies, ensuring they are aligned with sales objectives and market demands.

Preferred Qualifications

12+ years in a sales leadership role, preferably within the tech or cybersecurity industry, showcasing your proficiency in navigating complex sales cycles and leading high-performing teams.
Demonstrated success in developing and executing sales strategies that have materially increased company revenue and expanded market presence.
Strong capabilities in building and maintaining relationships with key stakeholders, clients, and partners, essential for effective sales leadership.
An in-depth understanding of the cybersecurity landscape, including current trends and market dynamics, is essential for effective sales strategies.
Proven strategic thinking and execution skills, with a track record of identifying and leveraging growth marketing opportunities
Comfort with data-driven approaches to inform and guide sales strategies and decisions.
Strong communication skills, with the ability to articulate complex sales goals and strategies to various stakeholders.

Reporting Manager: CEO

The base salary for this full-time position ranges from $250,000 to $300,000, excluding benefits and potential bonuses. Various factors influence our salary ranges, including the specific role, level of seniority, geographic location, and the nature of the employment contract. An individual's specific work location, unique skills, experience, and relevant educational background will determine the final offer within this range. The presented salary range encompasses the starting salaries for all U.S. locations. For a precise salary estimate tailored to your preferred location, please discuss it with your recruiter during the hiring process.

Trail of Bits, Inc. participates in E-Verify, the US federal electronic employment eligibility verification program. Learn more.

Benefits, Perks & Wellness

Trail of Bits is our people, not a place. With over 100+ employees working from every time zone across the globe, our remote-first culture is built on autonomy and trust (and backed by smile-worthy benefits) for full-time employees:

Empowered Living:

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.

Nurturing New Beginnings:

4 months of parental leave to cherish the arrival of new family members.
$5,000 relocation assistance for moves to New York City, supporting your transition.

Work & Life Enrichment:

$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.

Community Impact:

Philanthropic contribution matching up to $2,000 annually.
Opportunity to participate in Project Wren, promoting environmental responsibility and carbon footprint offset.

Dedication to Diversity, Equity, Inclusion & Belonging (DEIB)

Trail of Bits is a community of innovators, risk-takers, and trailblazers who celebrate individual differences and recognize that unique perspectives make us stronger, smarter, and more successful. We actively seeks applicants who can bring a variety of experiences, perspectives, and backgrounds to the team. We provide equal employment opportunities to all employees and applicants for employment without regard to race, color, ancestry, national origin, gender, sex, pregnancy, pregnancy-related condition, sexual orientation, marital status, religion, age, disability, qualified handicap, gender identity, results of genetic testing, military status, veteran status, or any other characteristic protected by applicable law. Our team values diversity in experience and backgrounds—we do our best work when we create space for different voices and perspectives. Whatever unique experiences or skill sets you bring, we look forward to learning from each other.

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