Executive Strategy & Portfolio Lead Executive Operations

Founded in 2001, Optima Global Solutions Inc., brings over 2 decades of experience and expertise in facilitating IT transformation within industries ranging from higher education and government to manufacturing and financial services. Sporting scalable and diverse business solutions expertise along with deep-domain based resourcing capabilities, Optima has a specialization in Automation and AI, Strategic Staffing and Custom Solutions Development, focusing on the core pillars of process, people, strategy and transformation.

Currently, we are hiring for the following position;

Executive Strategy & Portfolio Lead DHMS Executive Operations


POSITION SUMMARY:
The Executive Strategy & Portfolio Lead serves as a senior leadership partner within our client's the DHMS Executive Office, supporting executive decision-making, strategic alignment, and portfolio-level execution across a complex enterprise environment.
This role sits inside the leadership operating layer and works directly alongside senior government stakeholders to help shape how priorities are defined, how decisions are made, and how execution remains aligned with executive intent. The position operates across organizational boundaries, connecting strategy, governance, and portfolio execution to ensure leadership decisions translate into measurable outcomes.
Success in this role depends heavily on executive presence and communication style. The ideal candidate can enter senior-level conversations, rapidly absorb context, communicate with clarity and confidence, and articulate complex organizational or technical topics with ease. The ability to ramp quickly, establish credibility early, and contribute meaningfully at the leadership level will be a primary differentiator.


JOB RESPONSIBILITIES:

Governance and Organizational Effectiveness

• Support efforts to refresh and improve governance processes, including how strategic decisions are made and escalated
• Help leaders clarify roles, responsibilities, and decision ownership within a product or portfolio environment, from senior / executive leadership down through product / project execution
• Assist with organizational design changes and help ensure new structures are adopted in day-to-day work

Executive Meetings and Leadership Support

• Help redesign executive meetings so they focus on cost, schedule, performance, and results rather than status updates; ensure successful implementation of the redesigned meeting structure
• Develop clear meeting agendas, pre-read materials, and decision summaries
• Capture decisions, action items, owners, and deadlines to ensure follow-through

Strategic thought partnership and leadership

• Lead (as directed) key strategic transformation initiatives designed to elevate the level of performance of our own team as well as the client's
• Contribute experience, expertise, and sound judgment to strategic discussions and planning sessions
• Proactively share insights that contribute to improvement

Product Portfolio and Change Support

• Support organization and prioritization of product and capability portfolios
• Help leadership understand tradeoffs across priorities, funding, capacity, and execution risk
• Translate leadership decisions into clear operational guidance that teams can execute effectively.

DHMS Executive Office Operations

• Support daily operations of the DHMS Executive Office and priority initiatives
• Coordinate taskers, leadership requests, and cross-team actions
• Draft and coordinate executive briefings, decision memos, and leadership materials

Execution Tracking and Visibility

• Track leadership commitments, dependencies, and risks
• Maintain simple, clear trackers so leaders can see progress and issues

• Identify gaps or delays and help drive resolution

BASIC JOB REQUIREMENTS:

• Minimum of 5 7 years of experience supporting senior leaders in a Chief of Staff, PMO, or executive operations role
• Experience working in a software, product, or portfolio-driven organization
• Experience operating within complex enterprises or government environments supporting senior leadership
• Demonstrated success in executive operations, governance leadership, strategy execution, or Chief of Staff adjacent roles
• Exceptional executive communication skills with the ability to engage confidently with senior government stakeholders
• Proven ability to synthesize complex information into concise, leadership-ready messaging
• Ability to rapidly absorb context and operate effectively in highly seasoned leadership environments
• Strong organizational judgment, professional maturity, and discretion
• Ability to influence across functions without direct authority
• Ability to work onsite in Rosslyn, VA five days per week

KEY COMPETENCIES
:

• Executive presence and composure in senior leadership environments
• Clear, confident communication style appropriate for executive audiences
• Strong organizational awareness and political intelligence
• Strategic thinking paired with execution discipline
• Ability to frame issues in terms of decisions, tradeoffs, and outcomes
• High tolerance for ambiguity…