Managing Director, People and Operations

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

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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 the   following   to your application prior to submitting

1) Professional resume (No cover letter   required . )

2) Separate document answering the following three   (3)   questions. To be considered, answer all thre e   questions.

- (2a)   Tell us about   a time   you coached and developed a high-performing staff member or team. What did you do, and what was the outcome?

- (2b)   Describe a financial challenge your organization faced. How did you use data, innovation, and collaboration to approach it, and what was the result?

- (2c)   How have you helped create a positive   team   culture and staff experience as a senior leader? What impact did those efforts have?

RESPONSIBILITIES

The Managing Director, People and Operations will   lead the department to execute in the following areas:

Department/Site   Strategy and Ini tiatives

- Serve on the Executive Leadership team of managing directors and the Site Leadership Team of Directors.

- Strategize to collaborate and advance shor t   and long-term site priorities,   to build   culture   and   climate   within the site, and to   implement change   management   best practices as needed.

- Develop and advance department strategy, priorities, and finances.

- Lead the   coaching, development, performance management, and team   engagement among the People and Operations department.

Budget and Finance Management

- Staff   the Site Board Finance Committee and   lead all local   financial and human capital reporting.

- Oversee the annual budget process, financial   reforecasting   and analytics to maximize resource   utilization .

- Monitor site financial progress and recommend adjustments as needed.

- Ensure that   all financial systems   comply with   applicable policies and   operate   smoothly, inclusive of revenue generating programs and contracts.

- Cultivate local vendor partnerships to support communities City Year serves as in-kind product and service providers and as general funding supporters .

Human Resource   and People Experience   Oversight

- Workforce   Planning   - Partner with executive director to develop strategic workforce planning initiatives, including staff   professional   development   plan , succession planning map , and staffing structure adjustments as needed.

- Staff Engagement   – Continuously   innovate plan for engaging staff team of 30-40 and   annual Student Success Volunteer cohort of 130 , using site and national data to inform strategies ;   cultivate an informed community by partnering with   Executive Office to deliver   clear and transparent   internal communications   on key topics.

- Talent Acquisition and Onboarding   –   Develop strategies to   seek   and develop new partnerships   for sourcing talent; lead department staff   to   facilitate   full   local hiring and onboarding process es, resulting in effective and   timely   hires

- Employee Relations   - Partner with City Year Headquarters and local staff to investigate and address grievances, concerns or misconduct or accommodation requests of staff or   Student Success Coaches; coach and support staff managers in performance improvement   plans, coaching plans, and terminations

- Administration and Compliance   -   Ensure   all   org-wide policies   are executed at the local level; ensure that   federal, state, local, and   partner   district policies are followed   and   that   all background checks are conducted   and   monitored   appropriately .

- Comp and Benefits Liaison       – serve as lead site liaison to City Year Headquarters on local matters related to compensation and benefits ; Cultivate local incentive and reward sources that compliment org-wide benefits.

Site Operations, Safety, and   Facility Management

- Site Technology   –   Co - design the strategy for site technology investments with site and headquarters staff ; c ollaborate on resourcing strategies to fund technology investments ; l ead site AI learning and integration in collaboration with national headquarters.

- 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   –   Assess   and continuously improve all office   workspace   policies, procedures, and systems , including flexible work policies ;   serve as site lead for   property management and   related   lease negotiations as needed;   collaborate with relevant staff to fund office investments.

MINIMUM QUALIFICATIONS

- Bachelor’s degree or equivalent experience   required

- Minimum 7 years of team management, coaching, and development with a strong record of result s

- Authorized documentation to work in the United States

- Ability to pass criminal background checks as   required   for working with school-age children

PREFERRED QUALIFICATIONS

- Master’s degree in human resources and/or business administration

- Professional HR certification a plus (SHRM-CP or SHRM-SCP; PHR or SPHR)

- Experience   with   local and national   community service

- B ackground in human resources, finance, and/or operations

- Strong technical   acumen and ability to   utilize   multiple technology platforms , as well as coach others towards utilization/interpretation

- Proven success in developing talent through performance plans, reviews, and leadership opportunities

- Track   record  of building and  maintaining  productive relationships with key stakeholders

- Ability to use   progress and outcome data to inform team management

- Tenacity and flexibility in the face of challenges   while   working in   demanding   environments

- Strong record of building and  maintaining  productive relationships with key stakeholders

- Experience reading financial statements and reports,   building   and using financial models to forecast

- Success building and implementing systems

COMPETENCIES   -   To succeed in this role, an applicant must have the following competencies:

- Communication : understands audience to deliver convincing and well-organized presentations;  facilitates  effectively  to move  initiatives forward; uses  brand  to convey mission and goals; coaches others.

- Team Leadership:   successfully leads diverse teams of individuals to achieve results; sets priorities and appropriately delegates tasks; holds people accountable - proven ability to engage in cognitive conflict and hold staff accountable towards their performance goals.

- Talent Development :  maintains  intellectual capital; shares leadership opportunities; supports talent development and staffing organization-wide; proven success managing diverse teams towards a common goal.

- 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.

- External Relationship Development : takes initiative in  establishing  new partnerships and external opportunities;  ability  to secure commitments to  organization .

WORKING   CONDITIONS

- Occasional travel   required , including   to local   partner schools   and   events,   and   to other City Year sites   and national conferences

- This role requires extensive stationary   focus during extended discussions, presentations, and virtual   calls

- Occasional lifting or carrying of materials (e.g., event supplies, training materials) up to ~20 lbs.

- Works   a hybrid schedule, including minimum 2-3 days   in-person, with occasional periods of longer in-person commitments

- Follows a   general ly flexible   business hour   schedule of 9:00 a.m. – 5:00   p.m.   with occasional   required evening and weekend commitments

- Must have reliable internet access when   participating   in any required virtual meetings or trainings

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.