[All remote jobs](https://jobicy.com/jobs.md)[![Cobalt logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/7a1fbbfd-221.jpg)](https://jobicy.com/company/cobalt.md)[Cobalt](https://jobicy.com/company/cobalt.md) # Senior Director of Sales, Enterprise Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/cobalt.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 150k–187,500 / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished28 Sep 2026Apply before28 Oct 2026Listing views28Application actions0Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Cobalt is hiring a Senior Director of Sales to lead and scale an enterprise sales organization focused on cybersecurity and offensive-security services. The role owns strategic sales execution, new business growth, enterprise account expansion, and development of Enterprise Account Executives. Success requires trusted consultative relationships with CISOs and other security leaders, strong go-to-market execution, and close coordination with Customer Success and internal partners. This is a remote US role for candidates ideally located in the Central or Eastern time zones. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a senior revenue leadership position requiring proven enterprise cybersecurity sales management, strategic planning, and direct influence over growth outcomes. The incumbent must simultaneously coach a growing team, manage executive buyer relationships, refine sales operations, and perform in a high-growth environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$168,750US market range$150k–$230k0$253k AI insightThe disclosed annual base salary range is USD 150,000 to USD 187,500, with a midpoint of USD 168,750. Commission, equity, and benefits are additional components and are not included in the base-salary calculation. For a US-based Senior Director of Enterprise Sales in cybersecurity, an estimated base-salary market range is USD 150,000 to USD 230,000; total on-target earnings may be materially higher depending on commission design and quota attainment. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise Sales](https://jobicy.com/jobs?search_keywords=Enterprise%20Sales.md)[Sales Leadership](https://jobicy.com/jobs?search_keywords=Sales%20Leadership.md)[Cybersecurity](https://jobicy.com/jobs?search_keywords=Cybersecurity.md)[Offensive Security](https://jobicy.com/jobs?search_keywords=Offensive%20Security.md)[Penetration Testing](https://jobicy.com/jobs?search_keywords=Penetration%20Testing.md)[B2B SaaS](https://jobicy.com/jobs?search_keywords=B2B%20SaaS.md)[Go-to-Market Strategy](https://jobicy.com/jobs?search_keywords=Go-to-Market%20Strategy.md)[Consultative Selling](https://jobicy.com/jobs?search_keywords=Consultative%20Selling.md)[CISO Stakeholder Management](https://jobicy.com/jobs?search_keywords=CISO%20Stakeholder%20Management.md)[Sales Process Optimization](https://jobicy.com/jobs?search_keywords=Sales%20Process%20Optimization.md) Sample interview questionsHow would you build and scale an enterprise sales team for a cybersecurity services business?I would begin by defining the ideal customer profile, buyer personas, sales stages, qualification criteria, and measurable leading indicators. I would hire and coach Account Executives against a consistent consultative methodology, establish pipeline and forecast cadences, and use win/loss data to improve enablement, territory design, and coverage. Describe how you would position offensive-security testing to a CISO. I would lead with the CISO's business outcomes: reducing exploitable risk, validating defensive investments, meeting customer and regulatory expectations, and improving remediation velocity. I would connect Cobalt's platform and vetted tester community to continuous, collaborative testing that fits modern development cycles rather than presenting pentesting as a one-time compliance exercise. What metrics would you use to assess the health of an enterprise sales organization? I would monitor pipeline coverage, stage conversion, deal velocity, average contract value, win rate, forecast accuracy, quota attainment, sales-cycle length, retention and expansion contribution, and rep ramp time. I would segment these metrics by territory, vertical, source, and sales stage to identify specific performance constraints. How do you partner with Customer Success to expand enterprise accounts? I establish joint account plans for strategic customers, including adoption objectives, stakeholder maps, risk signals, value milestones, renewal dates, and expansion hypotheses. Regular account reviews ensure Sales and Customer Success share ownership of outcomes, coordinate executive engagement, and introduce expansion opportunities only when customer value is evident. How would you improve an inconsistent or inefficient sales process? I would first review CRM data, call recordings, buyer feedback, and closed-won and closed-lost patterns to identify where deals stall. I would then simplify qualification, clarify exit criteria for each stage, standardize mutual action plans and value messaging, and reinforce the changes through manager coaching and regular inspection. Opportunity details ## About this role. ### Who We Are Cobalt was founded on the belief of a fundamental human aspiration: the desire to live better and safer. It all started in 2013, when our founders realized that pentesting can be better. Today our diverse, fully remote team is committed to helping organizations of all sizes with seamless, effective and collaborative Offensive Security Testing that empower organizations to OPERATE FEARLESSLY and INNOVATE SECURELY. Our customers can start a pentest in as little as 24 hours and integrate with advanced development cycles thanks to the powerful combination of our SaaS platform coupled with an exclusive community of testers known as the Cobalt Core. Accepting just 5% of applicants, the Cobalt Core boasts over 500 closely vetted and highly skilled testers who jointly conduct thousands of tests each year and are at the forefront of identifying and helping remediate risk across a dynamically changing attack surface. Cobalt is an Equal Opportunity Employer and we strive to build a diverse and inclusive workforce at our company. At Cobalt we aspire to engage with diverse individuals, communities, and organizations in order to continue to nurture our unique rich diverse culture. Join our team, and be your true self to do your best work. ### Description You will lead and scale a high-performing sales team, developing and executing a strategic sales vision to drive revenue growth and market expansion for enterprise-level clients in North America. ### Key Responsibilities * Develop and manage a growing team of Enterprise Account Executives. * Cultivate relationships with key decision-makers, including CISO’s and security leaders. * Identify and drive new business opportunities while expanding existing enterprise customer relationships with our Customer Success team. * Collaborate with internal teams for seamless integration of sales efforts. * Provide strategic sales leadership and drive consultative sales methodology. * Improve efficiency and effectiveness through refined sales processes and tools. * Represent Cobalt at industry events and networking opportunities. ### You Must Have * 5+ years of B2B enterprise sales leadership, focusing on cybersecurity and professional services. * Proven success in consultative sales, building strong relationships with security leaders. * Experience selling to enterprise clients, particularly to CISO’s and security leadership. * Background in offensive security sales or strong understanding of cybersecurity services. * Strategic mindset with go-to-market plan development and execution skills. * Excellent communication and negotiation skills, articulating security value propositions. * Self-starter with an entrepreneurial drive, adaptable to a fast-paced, high-growth environment. * Ability to work remotely, ideally based in CST or EST time zone ### Why You Should Join Us * Grow in a passionate, rapidly expanding industry operating at the forefront of the Pentesting industry * Work directly with experienced senior leaders with ongoing mentorship opportunities * Earn competitive compensation and an attractive equity plan * Save for the future with a 401(k) program (US) or pension (EU) * Benefit from medical, dental, vision and life insurance (US) or statutory healthcare (EU) * Leverage stipends for: * Wellness * Work-from-home equipment & wifi * Learning & development * Make the most of our flexible, generous paid time off and paid parental leave ### Pay Range Disclosure (For US openings only) Cobalt is committed to fair and equitable compensation practices. The salary range for this role is ($150,000 – $187,500) + commission + equity + benefits. A candidate’s salary is determined by various factors including, but not limited to, relevant work experience, skills, and certifications. The salary range may differ in other states and may be impacted by proximity to major metropolitan cities. Cobalt (the “Company”) is an equal opportunity employer, and we want the best available persons for every job. The Company makes employment decisions only based on merit. It is the Company’s policy to prohibit discrimination in any employment opportunity (including but not limited to recruitment, employment, promotion, salary increases, benefits, termination and all other terms and conditions of employment) based on race, color, sex, sexual orientation, gender, gender identity, gender expression, genetic information, pregnancy, religious creed, national origin, ancestry, age, physical/mental disability, medical condition, marital/domestic partner status, military and veteran status, height, weight or any other such characteristic protected by federal, state or local law. The Company is committed to complying with all applicable laws and providing equal employment opportunities. This commitment applies to all persons involved in the operations of the Company regardless of where the employee is located and prohibits unlawful discrimination by any employee of the Company. Cobalt is an E-Verify employer. E-Verify is an Internet-based system operated by the Department of Homeland Security (DHS) in partnership with the Social Security Administration (SSA). It allows participating employers to electronically verify the employment eligibility of their newly hired employees in the United States. 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