Chief of Staff FT On-site

Roland Park Place

$90K — $110K *
Healthcare
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years supporting senior executives or managing strategic initiatives
  • Proven track record of managing competing priorities
  • Exceptional organizational and project management skills
  • Outstanding written and verbal communication abilities
  • Strong strategic thinking and operational execution capabilities
  • Ability to influence and build relationships across the organization
  • Experience dealing with highly confidential matters
  • Proficiency in Microsoft Office Suite and business technology platforms

Responsibilities

  • Serve as a trusted advisor to the President & CEO
  • Transform organizational vision into actionable outcomes
  • Oversee alignment of executive priorities with strategic initiatives
  • Prepare executive briefings, reports, and decision materials
  • Lead cross-functional strategic initiatives from planning to implementation
  • Monitor strategic goals and provide updates to leadership
  • Facilitate communication across departments for organizational goals

Benefits

  • Opportunity to influence organizational strategy and growth
  • Broad exposure to executive leadership and Board governance
  • Collaborative work environment focused on mission-driven outcomes
  • Professional development opportunities in leadership and project management
  • Ability to implement innovative solutions and process improvements
Full Job Description
This is more than an executive support role-it's an opportunity to become a trusted strategic partner to the President & CEO and help shape the future of a growing, mission-driven organization.

The Chief of Staff serves as a key advisor and operational leader, working side-by-side with the President & CEO to transform vision into action and advance the organization's strategic priorities. As an extension of the President & CEO, this highly visible position partners with executive leadership, the Board of Directors, and cross-functional teams to drive organizational initiatives, improve operational effectiveness, coordinate executive priorities, and ensure accountability for key goals and projects.

In this role, you will help lead high-impact initiatives, facilitate executive decision-making, strengthen Board governance, and identify opportunities to improve processes, implement innovative solutions, and support organizational growth. Every day presents new opportunities to solve complex challenges, foster collaboration, and influence decisions that have a meaningful impact on the organization and the communities we serve.

Chief of Staff

Reports To: President & CEO

Salary Range: $90,000-$110,000 annually, commensurate with experience

Position Summary

This is more than an executive support role-it's an opportunity to become a trusted strategic partner to the President & CEO and help shape the future of a growing, mission-driven organization.

The Chief of Staff serves as a key advisor and operational leader, working side-by-side with the President & CEO to transform vision into action and advance the organization's strategic priorities. As an extension of the President & CEO, this highly visible position partners with executive leadership, the Board of Directors, and cross-functional teams to drive organizational initiatives, improve operational effectiveness, coordinate executive priorities, and ensure accountability for key goals and projects.

In this role, you will help lead high-impact initiatives, facilitate executive decision-making, strengthen Board governance, and identify opportunities to improve processes, implement innovative solutions, and support organizational growth. Every day presents new opportunities to solve complex challenges, foster collaboration, and influence decisions that have a meaningful impact on the organization and the communities we serve.

The ideal candidate is a proactive, strategic, and collaborative leader who thrives in a fast-paced environment and enjoys bringing order to complexity. You are an exceptional communicator and relationship builder with sound judgment, strong business acumen, and the ability to navigate competing priorities while managing highly confidential matters with professionalism and discretion.

If you're energized by leading change, driving strategic initiatives, and working at the executive level where no two days are alike, this role offers exceptional visibility, professional growth, and the opportunity to make a lasting difference while helping shape the future of our organization.

Key Responsibilities

Strategic Partnership & Executive Leadership
  • Serve as a trusted advisor and strategic thought partner to the President & CEO.
  • Translate organizational vision into actionable plans and measurable outcomes.
  • Manage executive priorities and ensure alignment between strategic initiatives and operational execution.
  • Prepare executive briefings, presentations, reports, correspondence, and decision-support materials.
  • Represent the President & CEO in meetings, projects, and organizational initiatives as appropriate.
  • Anticipate challenges, identify opportunities, and recommend solutions that support organizational success.

Strategic Initiatives & Project Leadership
  • Lead and coordinate high-impact, cross-functional strategic initiatives from planning through implementation.
  • Develop project plans, timelines, performance metrics, and accountability measures.
  • Monitor progress toward strategic goals and provide regular updates to executive leadership.
  • Support organizational growth initiatives, including new programs, partnerships, and expansion opportunities.
  • Conduct research on industry trends, emerging technologies, AI applications, and operational best practices to inform executive decision-making.

Executive Operations
  • Coordinate executive priorities, leadership meetings, retreats, and planning sessions.
  • Ensure timely follow-through on executive decisions and organizational action items.
  • Facilitate communication and collaboration among departments to support organizational goals.
  • Identify opportunities to improve organizational efficiency, workflows, and operational effectiveness.

Board Governance
  • Serve as the primary coordinator for the Board of Directors and committee operations.
  • Prepare board agendas, meeting materials, executive reports, and presentations.
  • Attend Board and committee meetings, document key decisions, and track follow-up actions.
  • Maintain governance records and support effective board engagement and compliance.

Organizational Effectiveness
  • Promote collaboration and communication across the organization.
  • Lead process improvement initiatives that increase efficiency and enhance organizational performance.
  • Evaluate business processes and recommend technology, automation, and AI solutions that improve productivity.
  • Foster a culture of accountability, continuous improvement, and operational excellence.

Stakeholder Engagement
  • Build and maintain strong relationships with executive leadership, Board members, community partners, and external stakeholders.
  • Serve as a trusted liaison on behalf of the President & CEO.
  • Handle confidential information with the highest degree of integrity, professionalism, and discretion.

What Success Looks Like

Within your first year, you will:
  • Help the President & CEO focus on the organization's highest strategic priorities.
  • Ensure major organizational initiatives remain on schedule and achieve measurable outcomes.
  • Improve communication and coordination across departments.
  • Strengthen Board operations and governance processes.
  • Identify and implement operational improvements that increase organizational effectiveness.
  • Become a trusted advisor to executive leadership and a key contributor to organizational success.

Qualifications

Required
  • Minimum of five (5) years of experience supporting senior executives, leading executive-level projects, or managing strategic organizational initiatives.
  • Demonstrated success managing multiple priorities in a fast-paced environment.
  • Exceptional organizational, analytical, and project management skills.
  • Outstanding written, verbal, and interpersonal communication skills.
  • Strong business acumen with the ability to think strategically while executing operationally.
  • Ability to build relationships and influence across all levels of the organization.
  • Proven ability to manage highly confidential information with professionalism and discretion.
  • Proficiency with Microsoft Office Suite and business technology platforms.

Preferred
  • Bachelor's degree in Business Administration, Healthcare Administration, Public Administration, Communications, Nonprofit Management, or a related field.
  • Experience working directly with executive leadership and Boards of Directors.
  • Healthcare, nonprofit, or mission-driven organization experience.
  • Project management experience or certification.
  • Experience implementing process improvements, automation, or AI-enabled business solutions.

Core Competencies
  • Strategic Thinking
  • Executive Presence
  • Organizational Leadership
  • Project & Program Management
  • Business Acumen
  • Relationship Management
  • Executive Communication
  • Critical Thinking
  • Change Management
  • Problem Solving
  • Collaboration & Influence
  • Confidentiality & Integrity
  • Continuous Improvement

Why Join Our Team?

Joining our team means becoming part of an organization committed to making a meaningful difference in the lives of those we serve. As Chief of Staff, you will have a unique opportunity to work alongside the President & CEO and executive leadership to influence strategy, drive innovation, and help shape the future of our organization.

You'll gain broad exposure to executive leadership, Board governance, organizational growth, and enterprise-wide initiatives while developing your leadership capabilities in a collaborative and mission-driven environment. If you're looking for a career that combines purpose, challenge, and the opportunity to create lasting impact, we invite you to apply.

Similar Jobs

More Jobs at Roland Park Place

More Healthcare Jobs

Find similar Chief of Staff FT On-site jobs: