Executive Operations Assistant Jobs (NOW HIRING)

Join Maryland's #1 Continuing Care Retirement Community and the #5 CCRC in the Nation!

Are you an exceptionally organized executive professional who thrives in a fast-paced, high-impact environment? Do you have experience supporting executive leadership and working directly with a Board of Directors? If so, we'd love to meet you.

Roland Park Place is seeking an Executive Operations Assistant to serve as a trusted strategic partner to our President & CEO. This is far more than a traditional executive assistant role—this position serves as an extension of executive leadership, coordinating board governance, managing strategic initiatives, supporting organizational growth, and ensuring priorities move from vision to execution.

As a Certified Great Place to Work® and one of the nation's premier Continuing Care Retirement Communities, we are looking for an experienced, polished professional who brings exceptional judgment, discretion, executive presence, and the ability to anticipate needs before they arise.

What You'll Do

As the Executive Operations Assistant, you will:

• Partner closely with the President & CEO to manage executive priorities, schedules, strategic initiatives, and organizational communications.
• Coordinate all Board of Directors and committee meetings, including agendas, board packets, meeting logistics, minutes, and follow-up.
• Serve as a liaison between executive leadership, board members, community stakeholders, and external partners.
• Track strategic initiatives and organizational priorities to ensure accountability and timely execution.
• Conduct research on industry trends, operational improvements, AI technologies, automation opportunities, and new business initiatives.
• Prepare executive presentations, reports, correspondence, and briefing materials.
• Support planning efforts for organizational growth and future community expansion.
• Coordinate cross-functional projects while maintaining complete confidentiality and professionalism.
• Organize governance records and support effective board operations.

What We're Looking For

We're seeking a highly polished professional who possesses:

• Required professional experience supporting a Board of Directors or executive board governance.
• Minimum of 5 years of executive-level administrative, operations, project management, or governance experience.
• Experience supporting C-suite executives, preferably a President, CEO, or Executive Director.
• Associate's degree required. Bachelor's degree in Business Administration, Healthcare Administration, Communications, Nonprofit Management, or a related field preferred.
• Outstanding written and verbal communication skills.
• Exceptional organizational and project management abilities.
• Strong analytical thinking and problem-solving skills.
• Ability to manage multiple priorities while maintaining the highest level of confidentiality.
• Advanced proficiency with Microsoft Office and business technology platforms.

The Ideal Candidate

Someone who:

• Thinks strategically and executes flawlessly.
• Is proactive rather than reactive.
• Can anticipate executive needs before being asked.
• Maintains absolute discretion with confidential information.
• Builds trusted relationships with executives, board members, and organizational leaders.
• Enjoys managing complex projects from start to finish.
• Thrives in an environment where no two days are the same.

Why Roland Park Place?

At Roland Park Place, you'll join an organization recognized for excellence:

• #1 Continuing Care Retirement Community in Maryland
• #5 Continuing Care Retirement Community in the Nation
• Certified Great Place to Work®
• Mission-driven organization with a culture of collaboration, innovation, and excellence
• Opportunity to work directly with executive leadership and help shape the future of our organization

Compensation & Benefits

• Salary: $80,000–$90,000 annually, based on experience
• Comprehensive medical, dental, and vision insurance
• legal plan,
• identity theft protection,
• pet insurance,
• group critical illness insurance,
• hospital indemnity insurance,
• Generous paid time off
• 403(b) retirement plan with employer match
• Employer-paid life insurance, short term and long term disability
• Professional development opportunities
• Employee wellness programs
• Employee Assistance Program (EAP)
• Employee hardship fund
• discounted MTA passes
• Free meals
• Free area attraction tickets
• Free on-stie parking
• Beautiful campus
• supportive work environment

If you're ready to make a meaningful impact while supporting executive leadership at one of the nation's premier senior living communities, we'd love to hear from you.

Apply today and become part of something extraordinary at Roland Park Place.