CROCS Sr. Strategic Deputy

This role serves as the principal deputy to the CROCS Director, driving strategic alignment between cyber resiliency objectives and broader Customer and OSD priorities. It requires deep Pentagon expertise and the political acumen to navigate the complex inter-agency dynamics, leveraging high-level relationships across OSD, Air Staff, and Joint Staff to expedite decisions and mitigate risk. The position embeds within PPBE forums as a technical and strategic integrator - translating cyber requirements into compelling, actionable briefs for senior leader while orchestrating multi-agency collaboration across the DoD enterprise. A key responsibility incudes developing innovative, non-traditional funding strategies - crafting enterprise-wide change management efforts, ensuring effective performance tracking, streamlined governance, and the institutionalization of best practices to sustain mission execution.

This position requires a minimum of being 40% onsite work at the Customer facility in the Washington DC area.

Key Responsibilities

• Strategic Leadership & Political Navigation
  • Act as the principal deputy to the CROCS Director, shaping strategic objectives and aligning them to Customer and OSD priorities
  • Cultivate and leverage relationships across OSD, Air Staff, Joint Staff, and Service Secretariat offices to accelerate decision timelines and secure high-visibility backing
  • Anticipate and mitigate political or policy risks by staying attuned to senior leader intent and inter-agency dynamics
• Pentagon Expertise & Integrated Advocacy
  • Embed within Planning, Programming, Budgeting, and Execution (PPBE) forums as a subject matter lead on CROCS initiatives, without being a traditional budget analyst
  • Translate technical cyber-resiliency requirements into persuasive, decision-quality briefs for General Officers, SES, and other senior stakeholders
  • Orchestrate multi-stakeholder working groups (Customer, OSD, OMB, CAPE) to synchronize CROCS objectives across the wider DoD enterprise
• Innovative Funding Strategy
  • Identify and pursue alternative and off-budget funding streams (eg OTAs, Cybersecurity Readiness funds, Service-level supplemental authorities) to augment core appropriations
  • Develop "outside-the-box" funding proposals and business cases that creatively bridge gaps between programming cycles
  • Advise on program structuring and funding vehicle selection to maximize flexibility, speed of execution, and audit readiness
• Performance & Change Management
  • Lead cross-functional teams to introduce process improvements, streamline governance touchpoints, and institutionalize lessons-learned
  • Track critical path milestones for strategy, resourcing, and execution; escalating risks and rallying the right leadership-level stakeholders to keep missions on track

Job Duties

• POM Cyber Management (30%): Lead and synchronize programming guidance, budget formulation, and execution reviews across the Customer PPBE cycle
• OSD CAPE Engagement (20%): Represent Customer requirements in OSD CAPE deliberations, providing cost estimates, program evaluations, and analytic support
• Executive Briefing Development (20%): Prepare and deliver decision-quality briefs, white papers, and memoranda for senior DoD leaders, including Flag Officers and SES
• MAJCOM Staff Action Officer Coordination (15%): Draft staff action packages, staffing memos, and facilitate multi-agency coordination among MAJCOM, Air Staff, and DoD agencies
• Process Improvement & Oversight (15%): Identify inefficiencies and implement best practices for financial transparency, audit readiness, and performance-based resource allocation

Requirements

• US Citizenship
• Secret Clearance, Top Secret preferred
• 8+ years as a strategic deputy or senior advisor in a Pentagon or Joint Staff environment
• Demonstrated political savviness: adept at building coalitions, facilitating senior-leader-level decisions, and navigating OSD/Customer Secretariat processes
• Extensive "inside the fence" Pentagon experience; PPBE knowledge is baseline; you'll apply it as a strategic enabler rather than a pure financial analyst
• Proven track record of identifying and securing non-tradition funding vehicles to advance cyber or technology-modernization mission sets
• Exceptional communicator: comfortable briefing SES/Flag Officer audiences and drafting crisp decision briefs, talking points, and coordination packages
• Proactive "rainmaker" mindset, always scanning for new authorities, funding streams, or partnerships to accelerate CROCS objectives
• Collaborative leader with demonstrated success in convening and energizing cross-agency working groups
• Creative, solutions-oriented thinker who can pivot quickly when budgets, policies, or senior-leader priorities shift
• Personal credibility and gravitas to represent CROCS at senior forums both inside the Pentagon and with external partners

About Us
For more than 20 years, NewGen Technologies has solved our clients' toughest IT challenges with integrity, security, and outstanding service by delivering both technology and talent. We have helped secure borders, have used artificial intelligence (AI) to fight terror, aided the identification of criminals, and have helped to prevent crime through the introduction of biometrics. Our team of Highly Cleared Specialists have hard-to-find skills and expertise in a wide spectrum of technologies to provide solutions that transform business processes and solve problems of national significance. #CJ