Executive Assistant PCG

Executive Assistant

With offices in Illinois, Wisconsin, Indiana, and Ohio, Pepper Construction is a national general contracting and construction management firm that primarily serves the private sector. Pepper Construction provides clients the experience and resources of a national company, combined with the hands-on approach of a local company.

The Executive Assistant (EA) provides high-level administrative and strategic support to the President, ensuring smooth day-to-day operations, alignment on priorities, and consistent follow-through. This role acts as a trusted partnermanaging schedules, communications, and workflows while using sound judgment to anticipate needs and support decision-making.

The EA takes a proactive approach to tracking commitments, synthesizing information, and keeping priorities on track. Success in this role requires discretion, emotional intelligence, and an awareness of the dynamics within a multi-generational, family-owned business.

Major Responsibilities

• Draft and manage correspondence, presentations, and communications on behalf of the President
• Screen and prioritize calls, visitors, and inbound communications using sound judgment
• Review and summarize materials, highlighting key insights and implications
• Ensure all communication reflects the President's voice and leadership presence
• Manage travel, expenses, invoices, and administrative processes
• Provide team support and assist with special projects as needed
• Maintain shared spaces and office resources

Calendar, Workflow & Priority Management

• Manage a complex calendar aligned to business priorities and key stakeholders
• Anticipate conflicts, adjust schedules, and protect time effectively
• Track requests, commitments, and action items to ensure follow-through

Meetings, Reporting & Presentations

• Prepare agendas, materials, and documentation for meetings, including operations meetings
• Coordinate leadership meetings and ensure readiness and follow-through
• Develop presentations and capture key decisions, actions, and next steps

Strategic Support & Enablement

• Track progress on key initiatives and provide visibility into priorities
• Anticipate needs for major events and leadership interactions
• Conduct research and deliver concise, actionable insights
• Identify risks, gaps, and opportunities and proactively flag them

Additional Context (EA Role in a Family Business)

• Maintain awareness of organizational history and context, helping ensure continuity and informed decision-making
• Demonstrate sensitivity to family and leadership dynamics while maintaining professionalism and discretion
• Support the President in balancing executive and family-facing responsibilities, ensuring clear and appropriate communication
• Exercise care in navigating long-tenured relationships and informal influence structures across the organization
• Serve as a steady, trusted presenceprotecting confidentiality and upholding the reputation of the President and the business

Position Requirements

• 4+ years of proven experience supporting senior executives in a fast-paced, professional environment
• Bachelor's degree strongly preferred
• Strong judgment with the ability to operate independently and anticipate needs
• Highly organized with the ability to manage multiple priorities and shifting deadlines
• Exceptional attention to detail and problem-solving skills
• Demonstrated professionalism, discretion and ability to handle confidential information
• Excellent written and verbal communication skills
• Advanced proficiency in Microsoft Office (Word, Excel, PowerPoint, Outlook)

Core Competencies

• Executive Partnership & Judgment Builds trusted relationships, anticipates needs and applies sound judgment to support priorities and decision-making
• Organizational & Time Management Manages complex schedules, competing priorities and commitments with precision
• Communication & Influence Delivers clear, concise and professional communication aligned with leadership voice and context
• Discretion & Emotional Intelligence Navigates sensitive situations, relationships and information with care and professionalism
• Attention to Detail & Quality Ensures accuracy, consistency and high-quality execution across all outputs
• Coordination & Execution Drives progress by aligning stakeholders, tracking commitments and ensuring follow-through

Pepper Construction is dedicated to offering our employees a comprehensive and best-in-class benefits package that prioritizes their physical, financial, and emotional well-being. We offer medical, dental, vision, life, and disability insurance plans, a generous 401k match, and a student loan repayment benefit. In addition to paid time off for company holidays, vacation, and personal days, Pepper offers fully paid medical and parental leave, mental health services, and more.

The target salary for this position is $39/hr to $45/hr; however, we consider many factors when determining actual hiring salary. These factors may include location, transferable skills, work experience, licensure and certification, business needs, internal equity, and market demands.

Pepper Construction is an Equal Employment Opportunity employer. Please note: Pepper does not sponsor work visas.