Strategic Executive Assistant to Deputy CEO

A Second Chance; Pittsburgh (Allegheny County); On-site; USD 67,500 - 82,500; Full time

Job summary

A Second Chance is seeking a Senior Executive Assistant to the Deputy Chief Executive Officer to function as a strategic partner in the executive office. The role directs workflow, anticipates needs, and supports decision-making with concise summaries and proactive coordination.

The successful candidate will manage complex schedules, prepare materials for leadership, and ensure high-level operational alignment across the organization.

Qualifications

• Requires 10 years of experience supporting senior leadership in a high-level office.
• Bachelor’s degree required; Master’s preferred.
• Excellent written and verbal communication with strong attention to detail.

Responsibilities

• Manage Deputy CEO’s calendar, meetings, travel, and engagements.
• Prepare executive reports, briefs, and board materials.
• Coordinate communications and ensure timely follow-through.
• Develop systems to improve office efficiency and effectiveness.

Skills

Executive support

Calendar management

Communication

Time management

Education

Bachelor’s degree or equivalent

Master’s degree or equivalent

Tools

Microsoft Office

Job description

A Second Chance is seeking a Senior Executive Assistant to the Deputy Chief Executive Officer to function as a strategic partner in the executive office. The role directs workflow, anticipates needs, and supports decision-making with concise summaries and proactive coordination.

The successful candidate will manage complex schedules, prepare materials for leadership, and ensure high-level operational alignment across the organization.