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Strategic Assistant Jobs in Reston, VA (NOW HIRING)

Strategic Planning Specialist

Merrifield, VA · Remote

$100K - $135K/yr

Strategic Planning Specialist Location: Remote Pay Rate: W2 only (no c2c) Position Type: Multiyear ... and assist with implementation of approved enhancements. * Facilitate stakeholder engagement ...

Strategic Planning Specialist

Merrifield, VA · Remote

$100K - $135K/yr

Strategic Planning Specialist Location: Remote Pay Rate: W2 only (no c2c) Position Type: Multiyear ... and assist with implementation of approved enhancements. * Facilitate stakeholder engagement ...

Strategic Planning Specialist

Merrifield, VA · Remote

$100K - $135K/yr

Strategic Planning Specialist Location: Remote Pay Rate: W2 only (no c2c) Position Type: Multiyear ... and assist with implementation of approved enhancements. * Facilitate stakeholder engagement ...

Strategic Planning Specialist

Merrifield, VA · Remote

$100K - $135K/yr

Strategic Planning Specialist Location: Remote Pay Rate: W2 only (no c2c) Position Type: Multiyear ... and assist with implementation of approved enhancements. * Facilitate stakeholder engagement ...

Strategic Planning Specialist

Merrifield, VA · Remote

$100K - $135K/yr

Strategic Planning Specialist Location: Remote Pay Rate: W2 only (no c2c) Position Type: Multiyear ... and assist with implementation of approved enhancements. * Facilitate stakeholder engagement ...

Joint Strategic Planner

Arlington, VA · On-site

$62 - $141/hr

As a Joint Strategic Planner, you'll bring your national security subject matter expertise to help ... As part of this commitment, the use of artificial intelligence (AI) or other tools to assist with ...

Showing results 41-60

Strategic Assistant information

See Reston, VA salary details

$47.9K

$109.8K

$194K

How much do strategic assistant jobs pay per year?

As of Sep 6, 2026, the average yearly pay for strategic assistant in Reston, VA is $109,841.00, according to ZipRecruiter salary data. Most workers in this role earn between $78,500.00 and $130,600.00 per year, depending on experience, location, and employer.

What is a strategic assistant?

A Strategic Assistant is a professional who supports executives or senior managers by handling high-level administrative tasks, project management, and strategic planning activities. Their role goes beyond typical administrative duties; they help with research, data analysis, preparing presentations, and coordinating cross-functional projects. Strategic Assistants often act as a liaison between executives and other departments, ensuring that key initiatives are executed efficiently and aligned with the organization’s goals. This position requires strong organizational, communication, and analytical skills, as well as a deep understanding of the business’s objectives.

How does a strategic assistant typically collaborate with executives and other departments within an organization?

A Strategic Assistant works closely with executives, often serving as a critical liaison between leadership and various departments. This role involves coordinating meetings, preparing briefing materials, and ensuring that information flows smoothly across teams. Strategic Assistants frequently facilitate cross-functional projects by communicating priorities, managing timelines, and following up on action items. Building strong relationships and understanding the goals of different teams are key to successfully supporting strategic initiatives and driving organizational success.

What are the key skills and qualifications needed to thrive as a strategic assistant, and why are they important?

To thrive as a Strategic Assistant, you need strong organizational skills, business acumen, and the ability to analyze and synthesize information, often supported by a bachelor's degree in business or a related field. Familiarity with productivity tools like Microsoft Office Suite, project management software, and CRM systems is typically required. Exceptional communication, discretion, and problem-solving abilities set standout candidates apart in this role. These skills ensure efficient support for executives, effective project execution, and the ability to anticipate and address operational needs.

What is the difference between Strategic Assistant vs Executive Assistant?

AspectStrategic AssistantExecutive Assistant
Primary RoleSupports strategic planning and decision-making processesManages administrative tasks and schedules for executives
Required SkillsAnalytical skills, strategic thinking, industry knowledgeOrganizational skills, communication, time management
Work EnvironmentOften involved in project planning, meetings, and strategic initiativesPrimarily office-based, handling administrative duties
Common CertificationsBusiness administration, project managementAdministrative support, office management

The main difference between a Strategic Assistant and an Executive Assistant lies in their focus. A Strategic Assistant is involved in supporting strategic initiatives and planning, requiring analytical and industry knowledge. An Executive Assistant primarily manages administrative tasks, schedules, and communication for executives. Both roles are vital in organizational support but serve different functions within a company.

What are the most commonly searched types of Strategic jobs in Reston, VA?

The most popular types of Strategic jobs in Reston, VA are:

What cities near Reston, VA are hiring for Strategic Assistant jobs?

Cities near Reston, VA with the most Strategic Assistant job openings:

Infographic showing various Strategic Assistant job openings in Reston, VA as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 22% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $109,841 per year, or $52.8 per hour.

Strategic Planning Specialist

System One

Merrifield, VA • Remote

$100K - $135K/yr

Contractor

Medical, Dental, Vision, Life, Retirement

Re-posted 10 days ago


Job description

Job Title: Strategic Planning Specialist Location: Remote Pay Rate: W2 only (no c2c) Position Type: Multiyear Contract Candidates must live in the United States. This role requires someone with 7-10 years of experience working in a PMO, Program Management, Strategic Planning, Agile Program Delivery, or Governance Office, and is highly proficient with Azure DevOps (ADO). We are not looking for a Scrum Master or Agile Coach or technical delivery focused specialist. We are looking for a Strategic Planning/PMO professional who helps organizations plan, align, communicate, and track priorities across multiple teams. We are looking for candidates with direct experience with strategic planning, PMO/governance functions, portfolio management, executive reporting, organizational change, planning processes, and cross functional coordination/alignment. We are looking for someone who can help mature and operate the planning framework, facilitate alignment across teams, maintain ADO dashboards/reporting, develop communications and documentation, and drive continuous improvement. The Strategic Planning Specialist supports the planning, governance, and execution of strategic initiatives within a Security Governance & Risk (SGR) organization. The role focuses on managing planning processes, maintaining Azure DevOps (ADO) planning tools, coordinating quarterly and annual planning cycles, tracking deliverables and milestones, improving governance processes, supporting stakeholder engagement, and driving adoption of planning frameworks. The position combines program management, Agile delivery, process improvement, change management, and stakeholder coordination to help leadership execute strategic priorities effectively. Strategic Planning Specialist We are seeking an experienced consultant to support the continued implementation and maturation of the Security Governance & Risk (SGR) Strategic Planning Framework. The ideal candidate is a seasoned program management professional with strong Agile delivery experience who can quickly integrate into the team, provide operational support for annual and quarterly planning cycles, and help drive process adoption, consistency, and continuous improvement across multiple teams. Key Responsibilities

  • Administer and maintain Azure DevOps (ADO) backlogs, dashboards, delivery plans, queries, and Wiki content supporting annual and quarterly planning activities.
  • Coordinate planning cycle execution, including readiness activities, deliverable tracking, status reporting, and milestone management.
  • Develop, maintain, and communicate planning processes, procedures, job aids, training materials, and supporting documentation.
  • Serve as a primary point of contact for teams seeking guidance on planning processes, quarterly commitments, reporting expectations, and progress tracking.
  • Identify opportunities to improve planning, governance, and reporting processes; develop recommendations and assist with implementation of approved enhancements.
  • Facilitate stakeholder engagement activities, including workshops, communications, change management, and adoption support.
  • Monitor planning deliverables, risks, dependencies, and action items to help ensure timely execution and visibility for leadership.
Required Qualifications
  • 5+ years of experience in program management, strategic planning, PMO, Agile delivery, or related disciplines.
  • Advanced working knowledge of Azure DevOps (ADO), including backlog management, queries, dashboards, reporting, and Wiki administration.
  • Strong facilitation, communication, stakeholder management, and organizational skills.
  • Experience applying change management practices, including stakeholder engagement, communications planning, training development, and adoption strategies.
  • Ability to work independently with minimal direction while effectively collaborating across teams with varied levels of planning maturity.
Preferred
  • Experience within information security, risk management, governance, compliance, or regulatory environments.
  • Experience supporting enterprise planning, portfolio management, or value delivery/workstream definition initiatives. System One, and its subsidiaries including Joulé and Mountain Ltd., are leaders in delivering outsourced services and workforce solutions across North America. We help clients get work done more efficiently and economically, without compromising quality. System One not only serves as a valued partner for our clients, but we offer eligible employees health and welfare benefits coverage options including medical, dental, vision, spending accounts, life insurance, voluntary plans, as well as participation in a 401(k) plan.

System One is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, age, national origin, disability, family care or medical leave status, genetic information, veteran status, marital status, or any other characteristic protected by applicable federal, state, or local law.

#M- #LI-

Ref: #851-Rockville-S1


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About System One

Sourced by ZipRecruiter

System One helps employers get work done more efficiently and economically without compromising quality. Over our 35+ year history, we've helped connect thousands of talented people with innovative companies. The excitement of a perfect fit motivates us every single day.

Industry

Business consulting services and recruiting and staffing services

Company size

5,001 - 10,000 Employees

Headquarters location

Pittsburgh, PA, US