Strategic Executive Assistant to the Deputy CEO

A Second Chance, Inc.; Pittsburgh (Allegheny County); On-site; USD 70,000 - 110,000; Full time

Job summary

A Second Chance, Inc. in Pittsburgh is seeking a Senior Executive Assistant to the Deputy Chief Executive Officer to serve as a strategic partner, managing the Deputy CEO’s calendar, communications, and priorities in a fast-paced office.

You will prepare executive materials, coordinate with senior leaders and external partners, organize records, track initiatives, and ensure timely follow-through to advance ASCI’s mission. This exempt, full-time role requires discretion and high judgment.

Qualifications

• Requires a bachelor’s degree or equivalent; master’s preferred.
• At least 10 years in high-level office support for senior leadership.
• Excellent written and verbal communication; strong confidentiality.

Responsibilities

• Serve as strategic partner and extension of the Deputy CEO, managing priorities and office cadence.
• Coordinate calendar, meetings, travel, and engagements to align with priorities.
• Prepare executive correspondence, reports, and Board materials.
• Develop trackers and dashboards to strengthen visibility of priorities.
• Maintain organized electronic records and support executive administration.

Skills

Executive presence

Judgment

Prioritization

Time management

Communication skills

Discretion

Independence

Attention to detail

Typing speed 65 WPM

Education

Bachelor’s degree or equivalent

Master’s degree or equivalent

High School Diploma + 14 years experience

Tools

Microsoft Office

Job description

A Second Chance, Inc. in Pittsburgh is seeking a Senior Executive Assistant to the Deputy Chief Executive Officer to serve as a strategic partner, managing the Deputy CEO’s calendar, communications, and priorities in a fast-paced office.

You will prepare executive materials, coordinate with senior leaders and external partners, organize records, track initiatives, and ensure timely follow-through to advance ASCI’s mission. This exempt, full-time role requires discretion and high judgment.