Executive Assistant PCG

Pepper ConstructionBarrington, IL
$39 - $45Onsite

About The Position

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 partner—managing 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. 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 presence—protecting confidentiality and upholding the reputation of the President and the business.

Requirements

  • 4+ years of proven experience supporting senior executives in a fast-paced, professional environment
  • 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)

Nice To Haves

  • Bachelor's degree strongly preferred

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
  • 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
  • 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
  • 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

Benefits

  • medical insurance
  • dental insurance
  • vision insurance
  • life insurance
  • disability insurance
  • 401k match
  • student loan repayment benefit
  • paid holidays
  • vacation
  • personal days
  • fully paid medical leave
  • fully paid parental leave
  • mental health services
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