Fast Facts

City Year is seeking a Vice President, Associate General Counsel to provide legal guidance on contractual and compliance issues at its Boston headquarters. This leadership role focuses on managing legal relationships and supporting the organization's mission through collaborative problem-solving.

Responsibilities: Responsibilities include drafting and negotiating contracts, leading insurance and risk management activities, providing legal counsel on various matters, and representing the organization in legal proceedings.

Skills: Key skills required include legal research, contract negotiation, and the ability to communicate complex legal concepts clearly to various stakeholders.

Qualifications: Preferred qualifications include admission to the Massachusetts Bar and previous experience with City Year or AmeriCorps.

Location: This position is located in Boston, MA, with some occasional travel required.

Compensation: $150000 - $170000 / Annually

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

The Vice President, Associate General Counsel (Staff Attorney) will work with the senior leadership and the legal team to counsel the organization on a spectrum of contractual, compliance, risk, and corporate governance issues. On a daily basis, the Staff Attorney will meet with internal and external business partners to manage legal issues, conduct legal research, review and draft legal documents, and collaborate with other departments within the organization as needed to further the organization’s mission and help it accomplish its annual goals. This position will report to the Senior Vice President, General Counsel.

The Staff Attorney will work at City Year’s Boston headquarters.

Job Description

Minimum Qualifications

• Bachelor’s Degree from an accredited institution
• Juris Doctor Degree from an accredited institution
• Admission to a U.S. state bar
• 5 years of experience in corporate transactions as an associate in a mid-size to large law firm or in-house counsel in a public agency, non-profit or private entity
• Familiarity with the litigation process and administrative proceedings 
• Authorized documentation to work in the United States of America 

Responsibilities

The Staff Attorney will perform the following roles and responsibilities as described below:  

• Draft, review, and negotiate contracts, including vendor/service agreements, confidentiality agreements, separation agreements, and other transactional documents that advance programmatic and operational priorities
• Lead insurance and risk management activities by evaluating organizational exposures, coordinating appropriate coverage (e.g., general liability, D&O, cyber, property), reviewing insurance provisions in contracts, and partnering with internal stakeholders to reduce operational and programmatic risk
• Provide practical, solutions‑driven counsel in the areas of finance, real estate, intellectual property, litigation, and employment law
• Represent the organization in legal proceedings
• Monitor changes in legislation and advise internal business partners accordingly

Technical Skills

• Conduct legal research and draft legal memoranda, position statements, motions, and pleadings
• Translate complex legal concepts to internal and external stakeholders at all levels
• Provide legal counsel on both transactional and litigation matters, including drafting and negotiating agreements, managing disputes, and overseeing litigation strategy in collaboration with internal stakeholders and outside counsel

Preferred Qualifications

• Admission to the Massachusetts Bar, in good standing
• Previous experience with City Year or AmeriCorps

Competencies

In order to succeed in this role, an applicant must have the following competencies:

• Collaboration: Connects with stakeholders to identify shared interests; partners with others to incorporate different perspectives toward a common goal.
• Decision-Making: Uses appropriate context and data to make sensible and timely decisions; displays sound judgment when faced with opportunities/challenges.
• Problem-Solving: Identifies opportunities to make improvements; gathers information; connects related and unrelated concepts; integrates findings into actionable solutions.
• Project Management: Organizes, prioritizes, tracks, and manages workflow and resources.
• Strategic Thinking: Identifies multiple pathways to address complex and nebulous problems; anticipates barriers and opportunities; develops plans to address them.

Physical requirements

• Ability to sit for extended periods and occasionally stand or walk
• Manual dexterity for typing, writing, and handling office equipment
• Visual acuity to read screens and printed materials
• Hearing ability to participate in conversations and respond to phone calls
• Occasional lifting or carrying of items up to 10–20 lbs (e.g., office supplies)
• Ability to communicate clearly in person, by phone, and in writing

Working Conditions

• Operates in a professional office setting using standard office equipment.
• May require occasional travel to other sites, external counsel offices, or courts/administrative agencies.
• Typical schedule: Monday–Friday, 8:30 a.m.–5:30 p.m., with occasional extended hours as needed.
• Noise level is generally moderate.
• Must have reliable internet access for remote or flexible work arrangements.

Compensation

Compensation: This is an exempt role with a compensation range of $150,000-$170,000 annually commensurate with experience

Benefits

City Year offers a comprehensive benefits package that helps our employees live their best lives and grow personally and professionally.

Employment at City Year is at-will.

City Year does not sponsor work authorization visas.

As an equal opportunity employer, City Year is committed to providing employment opportunities to all qualified individuals and does not discriminate on the basis of race, color, ethnicity, religion, sex, gender, gender identity and expression, sexual orientation, national origin, disability, age, marital status, veteran status, pregnancy, parental status, genetic information or characteristics, or any other basis prohibited by applicable law.

Fair Labor Standards Act

Family and Medical Leave Act

Navigate to our City Year career page: [include link to posting]. Submit your application by February 16, 2026.

Click Apply to submit your online application. Please attach a resume and cover letter on the "My Experience" page in the "Resume/CV" field.

Active City Year Staff members must login to Workday to apply internally.

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.