Application Instructions
Click Apply to submit your online application. Please attach a resume and thoughtful cover letter on the "My Experience" page in the "Resume/CV" field.
Active City Year Staff members must login to Workday to apply internally.
Number of Positions: 1
Position Overview
City Year Philadelphia (CYP) is seeking a Managing Director of People and Operations (MD POps) who is responsible for strategically maximizing the alignment and leveraging of site CYP human, financial, and physical capital. The Managing Director, People and Operations reports to the Sr. Vice President and Executive Director and manages a department of three, including two direct reports.
The ideal candidate is highly strategic with a proven history of attracting, developing, empowering, and retaining top talent; providing clear, motivating, and professional communication skills; successfully managing change, thinking and acting strategically, demonstrating excellent decision-making skills, high accountability, and a highly collaborative approach. A customer orientation to support staff, Student Success Coaches, board members, and others is essential while innovating to creatively access resources and create user-friendly systems for people and financial operations. The MD POps will be an innovator who fosters that spirit within their department and throughout the site.
The starting salary range for this role is $125,000 - $135,000 annually, commensurate with experience.
The anticipated start time frame for this position is September 2026.
This role is a hybrid position with an average of 3 days in the City Year Philadelphia office to support operational needs, collaborate cross-departmentally and engage with the People and Operations Department.
Job Description
Application Requirements
Please attach thefollowingto your application prior to submitting
1) Professional resume (No cover letter.)
2) Separate document answering the following three(3)questions. To be considered, answer all threequestions.
(2b)Describe a financial challenge your organization faced. How did you use data, innovation, and collaboration to approach it, and what was the result?
The Managing Director, People and Operations willlead the department to execute in the following areas:
Department/SiteStrategy and Initiatives
Lead thecoaching, development, performance management, and teamengagement among the People and Operations department.
Budget and Finance Management
Human Resourceand People ExperienceOversight
WorkforcePlanning- Partner with executive director to develop strategic workforce planning initiatives, including staffprofessionaldevelopmentplan, succession planning map, and staffing structure adjustments as needed.
Staff Engagement– Continuouslyinnovate plan for engaging staff team of 30-40 andannual Student Success Volunteer cohort of 130, using site and national data to inform strategies;cultivate an informed community by partnering withExecutive Office to deliverclear and transparentinternal communicationson key topics.
Employee Relations- Partner with City Year Headquarters and local staff to investigate and address grievances, concerns or misconduct or accommodation requests of staff orStudent Success Coaches; coach and support staff managers in performance improvementplans, coaching plans, and terminations
Administration and Compliance-Ensureallorg-wide policiesare executed at the local level; ensure thatfederal, state, local, andpartnerdistrict policies are followedandthatall background checks are conductedandmonitoredappropriately.
Site Operations, Safety, andFacility Management
Safety-Partner with City Year Headquarters and local staff to address safety, health, and emergency crisis concerns; support the integration and implementation of all local and state safety requirements into office policies and procedures.
Facility Management–Assessand continuously improve all officeworkspacepolicies, procedures, and systems, including flexible work policies;serve as site lead forproperty management andrelatedlease negotiations as needed;collaborate with relevant staff to fund office investments.
COMPETENCIES-To succeed in this role, an applicant must have the following competencies:
Decision Making/Judgment- understands and manages organizational decision-making, including integration across network/departments; effectively communicates, manages, owns, and champions decisions being implemented.
Strategic Thinking and Planning- develops and translates strategies into objectives, action plans, and measurements, which build the capacity of the site/department.
Benefits
Full-time employees will be eligible for all benefits including vacation, sick days and organization holidays. You may participate in all benefit programs that City Year establishes and makes available to eligible employees, under (and subject to all provisions of) the plan documents that govern those programs. Currently, City Year offers medical, dental, vision, life, accidental death and dismemberment and disability coverage, Flexible Spending Accounts (FSA), and other benefits including 401(k) plan(s) pursuant to the terms and conditions of company policy and the 401(k) plan document. For more information, click here.
Employment at City Year is at-will.
City Year does not sponsor work authorization visas.