Field CISO (Federal)

GuidePoint Security • Reston, VA

10h • Remote

About The Position

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.

Requirements

• 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.
• Clearance: Active Secret/Top Secret SCI Preferred or ability to obtain

Responsibilities

• 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.
• 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.
• 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.
• 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.
• 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.

Benefits

• 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) and GPS will contribute in one lump sum: ($500 per EE annually / $1000 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

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed
• Number of Employees: 1,001-5,000 employees