City Year

HQ
Boston
Total Offices: 25
2,904 Total Employees
Year Founded: 1988

City Year Benefits Overview

Compensation + Benefits

Offers 401(K)

Offers life insurance

Offers occupational accident insurance

Offers disability insurance

Provides a pension

Offers accidental death & dismemberment insurance

Offers childcare benefits

Offers generous parental leave

Provides family medical leave

Offers dental insurance

Offers health insurance

Offers mental health benefits

Offers Flexible Spending Account (FSA)

Offers vision insurance

Offers Health Savings Account (HSA)

Offers employee discounts

Company Culture

Provides commuter benefits

Provides a mobile phone discount

Provides free snacks and drinks

Offers diversity-based Employee Resource Groups

Work-Life Balance + Wellbeing

Offers company-sponsored outings

Offers an Employee Assistance Program (EAP)

Offers generous PTO

Provides paid sick days

Provides military leave

Provides paid holidays

Provides bereavement leave

Offers unpaid extended leave

Career Growth + Development

Provides customized development tracks

Job training & conferences

Provides tuition assistance

Recently posted jobs

16 Days AgoSaved
In-Office
Chicago, IL, USA
Edtech • Hospitality
Leads City Year Chicago’s individual giving program, targeting approximately $900,000 in annual revenue. Builds donor pipelines, cultivates and solicits leadership-level and multi-year gifts, oversees Red Jacket Society fundraising, manages alumni and volunteer relationships, and partners with organizational leadership and development operations. The role also coordinates donor events, tracks activity in Salesforce, forecasts revenue, and represents the organization at community functions. It is primarily in person with local travel required.
25 Days AgoSaved
In-Office
Chicago, IL, USA
Edtech • Hospitality
Leads City Year’s Midwest fundraising strategy, major-gift portfolio, donor acquisition, philanthropic partnerships, and regional revenue growth. Builds a multi-year development plan, cultivates six- to eight-figure investments, strengthens donor pipelines, coaches local teams, optimizes Salesforce and fundraising systems, and expands regional visibility through events, storytelling, stewardship, and strategic partnerships. The role manages a $2 million annual fundraising goal and requires approximately 60% travel across the Midwest and to national convenings.
2 Months AgoSaved
In-Office
Chicago, IL, USA
Edtech • Hospitality
Manage City Year Chicago’s corporate and foundation donor portfolio, cultivating relationships, securing grants and sponsorships, renewing corporate partnerships, and coordinating stewardship, impact reporting, and engagement opportunities. Use Salesforce to track donor activity and projections, collaborate with development and site teams, support fundraising events, and help achieve annual revenue goals. The role requires frequent stakeholder communication, project management, local travel, and mostly in-person work.