GuidePoint Security provides trusted cybersecurity expertise, solutions and services that help organizations make better decisions and minimize risk. By taking a three-tiered, holistic approach for evaluating security posture and ecosystems, GuidePoint enables some of the nation’s top organizations, such as Fortune 500 companies and U.S. government agencies, to identify threats, optimize resources and integrate best-fit solutions that mitigate risk.
Location: Boston, MA or New York City, NY (Local candidates only)
About the Role
GuidePoint Security is a leading cybersecurity solutions provider with world-class security consulting capabilities. We are dedicated to helping organizations protect their most critical assets and navigate the evolving threat landscape through expert advisory services, cutting-edge solutions, and deep technical expertise.
We are seeking an exceptional Director of Cybersecurity Advisory to build and lead a high-performing team of cybersecurity experts. In this strategic role, you will be responsible for developing trusted advisor relationships with our customers and identifying opportunities to deliver GuidePoint Security solutions that address their most critical security challenges.
Key Responsibilities
- Build and Lead a Team: Recruit, develop, and manage a team of cybersecurity advisory professionals who will serve as trusted partners to our customers
- Strategic Customer Partnership: Establish and maintain deep, consultative relationships with customer executives and security leaders
- Opportunity Development: Identify and uncover opportunities where GuidePoint Security solutions can address customer cybersecurity needs and business objectives
- Advisory Excellence: Provide expert guidance on cybersecurity strategy, risk management, and security program development
- Thought Leadership: Represent GuidePoint Security as a subject matter expert in the cybersecurity community through speaking engagements, publications, and industry events
- Cross-functional Collaboration: Work closely with sales, delivery, and product teams to ensure seamless customer experiences
- Market Intelligence: Stay current on emerging threats, industry trends, and regulatory requirements affecting customers in the region
- Embraces emerging technologies, including AI tools, to work smarter, solve problems, and drive better business outcomes
Required Qualifications
- 10+ years of experience in cybersecurity, with at least 5 years in advisory, consulting, or customer-facing leadership roles
- Proven track record of building and leading successful cybersecurity teams
- Deep expertise across multiple cybersecurity domains (e.g., risk management, compliance, incident response, security architecture)
- Strong business acumen with ability to translate technical concepts into business value
- Excellent communication and presentation skills with C-level executives
- Established network and reputation in the Boston or New York City cybersecurity community
- Must be local to the Boston or New York City metropolitan area
Preferred Qualifications
- Relevant certifications such as CISSP, CISM, CISA, or similar
- Experience with security frameworks (NIST, ISO 27001, CIS Controls)
- Background in professional services or consulting
We use Greenhouse Software as our applicant tracking system and Zoom Scheduler for HR screen request scheduling. At times, your email may block our communication with you. Please be sure to check your SPAM folder so that you don't miss updates on your application.
Why GuidePoint?
GuidePoint Security is a rapidly growing, profitable, privately-held value added reseller that focuses exclusively on Information Security. Since its inception in 2011, GuidePoint has grown to over 1,200 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 6,200 customers.
Firmly-defined core values drive all aspects of the business, which have been paramount to the company’s success and establishment of an enjoyable workplace atmosphere. At GuidePoint, your colleagues are knowledgeable, skilled, and experienced and will seek to collaborate and provide mentorship and guidance at every opportunity.
This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in the nation.
Some added perks….
- Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
- Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)
- Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans
- 12 corporate holidays and a Flexible Time Off (FTO) program
- Healthy mobile phone and home internet allowance
- Eligibility for retirement plan after 2 months at open enrollment
- Pet Benefit Option
Skills Required
- 10+ years of experience in cybersecurity
- 5+ years in advisory, consulting, or customer-facing leadership roles
- Proven track record of building and leading successful cybersecurity teams
- Deep expertise across multiple cybersecurity domains
- Strong business acumen
- Excellent communication skills with C-level executives
- Established network in the cybersecurity community
GuidePoint Security Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about GuidePoint Security and has not been reviewed or approved by GuidePoint Security.
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Healthcare Strength — Company materials highlight fully covered employee premiums on a base medical plan, options including PPO and HSA, employer HSA contributions, and access to an EAP. These elements materially enhance the overall value of compensation for individuals.
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Flexible Benefits — A remote‑first model with telework/flex‑time and monthly phone/home‑internet stipends is emphasized. This flexibility and stipending increase the attractiveness of the total rewards across many roles.
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Leave & Time Off Breadth — Flexible Time Off, company holidays, and parental and other protected leaves are outlined in ESG materials and job postings. Such breadth supports work‑life balance and complements cash compensation.
GuidePoint Security Insights
What We Do
GuidePoint Security is an elite team of highly trained, top certified experts who cut through cyber chaos and confusion to put control back in your hands. We help you make the smartest, most informed decisions, choose and integrate products and services that are the best fit, and build the most effective cybersecurity posture. We provide organizations with holistic perspective on their cyber ecosystem to minimize gaps, vulnerabilities, and optimize resources, including: 1. Understanding the changing threat landscape, vulnerabilities, and gaps 2. New insights of how product decisions align with resource capacity 3. Insightful product comparisons and integration to save time, money, and mistakes
