Executive Assistant to the CEO, Construction Company, Pewaukee, Wisconsin

A family-owned construction company focused on infrastructure and the safety of communities is looking for an exceptional Executive Assistant to serve as a true “right hand” to the CEO. This is not a traditional administrative role, but a relational, and trust-based partnership designed to amplify the CEO’s effectiveness, clarity, and presence. The Executive Assistant will act as a stabilizing force, thoughtful gatekeeper, and intuitive collaborator, someone who understands not only what needs to be done, but how and when to do it in a way that respects people and priorities. Excellent skills using AI is a MUST as well as a “can do” problem solving personal. The organization is very fast paced but prides itself for its’ family like culture.

About the Job:

Trusted Partner & Strategic Support

• Act as a thought partner and sounding board, offering perspective, feedback, and quiet counsel when needed.
• Anticipate needs and proactively remove friction before issues arise.
• Prepare the CEO for meetings and conversations with context and background information; leverage AI to draft, summarize analyze and prepare materials.

Time, Energy & Focus Management

• Manage a complex and fluid calendar with an understanding of priorities and relationships, .
• Protect the CEO’s time by thoughtfully filtering requests and creating space for strategic thinking.
• Coordinate domestic and international travel including detailed itineraries.

Communication & Relationship Management

• Serve as a warm, professional liaison between the CEO and internal teams, partners, and external stakeholders.
• Draft and manage correspondence on the CEO’s behalf, ensuring tone, values, and intent are consistently reflected.

Information Flow & Follow-Through

• Distill information into clear, actionable insights for the CEO .
• Track commitments, decisions, and follow-ups to ensure momentum and accountability.
• Support special projects and initiatives that require coordination, and thoughtful execution.
• Plan events, dinners

About You

• Bachelor’s degree required.
• At least 5 years of experience supporting a busy C-Suite executive.
• Strong written and verbal communication skills.
• High proficiency with Microsoft Office Suite; Knowledge of Notion, Asana HubSpot and Claude AI a PLUS
• Up to date and use AI Tools for daily work to increase productivity and improve processes
• Handle highly sensitive information with absolute discretion.
• High emotional intelligence and sound judgement.
• You thrive in ambiguity and are energized by anticipating needs rather than reacting to them.
• You value discretion, loyalty, and long-term partnership.
• You are highly organized, detail-oriented, and capable of managing multiple priorities without losing sight of the human element.
• You communicate with warmth, clarity, and confidence You bring polish and presence, while remaining grounded and approachable with a “high touch” service and team mentality.
• Base Salary, Discretionary Bonus, Comprehensive Health Benefits, 401K , Gym on-site