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Chesapeake Bay Outward Bound School · 1 month ago

Director of People & Operations

Baltimore,MD,US

Full-time

Onsite

Lead/Staff, Director/Executive

5+ years exp

Chesapeake Bay Outward Bound School is seeking a Director of People & Operations to oversee Human Resources and administrative operations. This role involves managing a team, developing HR initiatives, and ensuring organizational efficiency and compliance while fostering a healthy workplace culture.

EducationPersonal DevelopmentPrimary EducationSecondary Education

Responsibilities

Lead organizational people strategy aligned with mission, values, and long-term growth plans

Develop and implement HR initiatives and policies that promote a healthy, diverse, and inclusive work environment

Oversee HR operations including employee relations, performance management, payroll coordination, benefits administration, and workers’ compensation

Lead, review and update HR policies and procedures, including hiring, compensation, benefits, and performance management in accordance with applicable federal/state laws

Develop leadership and manager capability across the organization, strengthening accountability and succession readiness

Partner with leaders to support hiring, onboarding, development, and retention

Serve as a trusted advisor to managers on employee relations, performance, and organizational effectiveness

Oversee and support staff responsible for HR administration and office operations, including recruitment coordination, employee record management, benefits support, payroll coordination, and day-to-day office operations

Manage and improve administrative processes to ensure organizational efficiency and compliance

Serve as the primary point of contact for contracts, vendor relationships, and administrative policies

Oversee organizational compliance, risk management, and employment-related legal requirements

Maintain and build trusted relationships with internal teams and external partners

Oversee facilities team for all office locations, including security and maintenance

Lead cross-functional teams along with organizational leadership to establish long-term business goals and operational plans

Oversee technology strategy and resources to ensure smooth operations

Support infrastructure planning for organizational growth and multi-site operations

Implement policies and practices that foster transparency, accountability, and a positive work environment

Strengthen leadership effectiveness and support learning team members through coaching, systems-building, and clarity of roles

Identify leadership gaps and develop emerging leaders and successors through a robust training and development strategy

Build organizational capacity through that enables the Executive Director and leadership team members to focus on strategy, partnerships, and external leadership

Qualification

Human ResourcesOrganizational DevelopmentLeadership SkillsHR ComplianceOffice Technology ProficiencyCommunication SkillsOrganizational Skills

Required

Bachelor's degree in Human Resources, Business Administration or related field; advanced degree preferred

5+ years of experience in administration, HR, or organizational development

Strong knowledge of HR practices, compliance, operations and organizational policies

Excellent organizational, communication, and leadership skills

Proficiency with office technology and HR systems

Benefits

Employer contribution of 70% for Medical, Dental, & Vision insurance for the employee and their children, if applicable.

Fifteen (15) days of Paid Time Off (PTO) which accrue per pay period.

Up to Eight (8) weeks of paid Family/Medical leave.

Thirteen (13) paid holidays.

401(k) retirement plan with a match. Employees are eligible for participation after 6 months of employment. The current match is 3% of the employee’s salary.

Long-term disability, short-term disability, and a $25,000 life insurance policy at no cost to the employee.

Pre-tax Saving Cafeteria Plan: Healthcare Flexible Spending Account (FSA), Dependent Care Flexible Spending Account (FSA), Health Savings Account (HSA).

Pre-tax Commuter/Transit Benefits.

Employee Assistance Program (EAP).

Mutual of Omaha Supplemental Insurance.

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