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.
GuidePoint Security (GPS) is seeking a highly respected, mission-driven Field Chief Information Security Officer (Field CISO) to support and elevate our Federal business. This role serves as a strategic cybersecurity advisor to senior federal executives and a key partner to our Federal Sales, Capture, and Delivery teams.
The Field CISO helps federal agencies modernize their cybersecurity posture, adopt Zero Trust strategies, and accelerate secure digital transformation. This is a customer-facing executive role that blends technical leadership, mission expertise, and business influence to strengthen GPS position across the federal marketplace.
Key Responsibilities
Executive Advisory & Federal Thought Leadership
Serve as a trusted cybersecurity advisor to federal CIOs, CISOs, SES leaders, mission owners, and system integrators.
Lead executive briefings, workshops, and strategy sessions focused on Zero Trust, cloud security, identity modernization, AI/automation, SOC transformation, OT/ICS protection, and SCRM.
Represent GPS at federal conferences, panels, roundtables, and industry working groups.
Develop strategic thought leadership content (whitepapers, blog posts, webinars) aligned to federal priorities.
Federal Sales Support & Deal Acceleration
Partner with Federal Sales teams to identify mission challenges, shape opportunity strategy, and strengthen competitive positioning.
Support pre-sales engagements through executive-level conversations, architecture guidance, and alignment to federal cybersecurity mandates (EO 14028, OMB M-22-09, FedRAMP, TIC 3.0, NIST 800-53/207).
Participate in RFI/RFP responses, solution reviews, capture strategy, and customer presentations.
Build trust with senior government stakeholders to influence multimillion-dollar opportunities and accelerate deal closure.
Customer Engagement & Program Strategy
Establish long-term, mission-focused relationships with federal cybersecurity leaders.
Provide strategic guidance on modernization of legacy systems, Zero Trust adoption, cloud migration, SOC automation, AI integration, and risk-based governance.
Conduct maturity assessments, gap analyses, roadmap development, and executive-level briefings.
Support federal agencies navigating compliance-to-risk transitions.
Internal Collaboration & Strategic Influence
Work closely with GPS Service Delivery teams, SMEs, and Practice Leads to align services and solutions to federal mission needs.
Provide feedback on service development, product alignment, and market opportunities within the federal ecosystem.
Mentor internal consultants and support talent development through knowledge-sharing and executive engagement.
Market Positioning & Federal Presence
Help GPS differentiate itself by delivering trusted, senior-level cybersecurity expertise in federal engagements.
Strengthen GPS’ federal brand through speaking engagements, panel discussion participation, interviews, partner forums, and advisory contributions.
Identify trends across civilian and defense agencies to inform strategic planning and solution innovation.
Required Qualifications
20+ years of progressive experience in cybersecurity leadership roles; federal experience strongly preferred.
Proven track record serving as a CISO, Deputy CISO, Senior Cyber Executive, or equivalent advisory role in the federal government or federal integrator environment.
Deep expertise in Zero Trust Architecture, cloud security, identity & access management, data protection, SOC operations, AI-enabled defense, and security governance.
Strong understanding of federal cybersecurity frameworks, mandates, and oversight bodies (OMB, CISA, NIST, FedRAMP, FISMA).
Ability to translate complex technical issues into mission-aligned executive guidance.
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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 1000 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 4,200 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….