Demo

Executive Assistant to Founder

Legacy Heights
Troy, IL Full Time
POSTED ON 12/20/2025
AVAILABLE BEFORE 2/16/2026

Job Overview

We are seeking a highly organized and proactive Executive Assistant to support the Founder & CEO a multi-company operating platform spanning construction, real estate development, and services. This is not a traditional administrative role. You will own the executive's time, act as a trusted gatekeeper and bring order to an evolving organization. The ideal candidate will thrive in a fast-paced environment, demonstrating exceptional communication skills, meticulous attention to detail, and the ability to anticipate needs before they arise. This position offers an exciting opportunity to work closely with senior leadership and contribute to the smooth operation of our executive team's daily activities.

Responsibilities

Executive Support & Time Management

  • Own and optimize the CEO's calendar, including prioritization and meeting triage

  • Gatekeep meetings and requests to protect focus on highest-value work

  • Manage inbox daily: filter, draft responses, and flag priorities

  • Coordinate complex travel and logistics

Meeting & Communication Management

  • Prepare agendas, materials, and briefing documents

  • Ensure meetings have clear objectives and outcomes

  • Track action items and follow up across teams and partners

  • Serve as a point of contact for lenders, investors, and senior leaders

Operations & Project Support

  • Coordinate projects and deadlines across multiple operating companies

  • Maintain organized systems for documents and contracts

  • Assist with expense reporting, bill pay, and light financial tracking

  • Support recruiting coordination and onboarding logistics

Trust, Discretion & Judgment

  • Handle sensitive information with absolute confidentiality

  • Anticipate needs and solve problems proactively

  • Make independent decisions aligned with executive priorities

Skills

  • 5 years supporting a Founder, CEO, or senior executive is a plus
  • Experience in fast-paced, entrepreneurial, or multi-company environments
  • Strong judgment, prioritization, and communication skills
  • High discretion and professionalism
  • Proficiency with Google Workspace / Microsoft Office/PowerPoint
  • Project management experience is a plus

Job Type: Full-time

Pay: $60, $100,000.00 per year

Benefits:

  • 401(k)
  • Health insurance
  • Paid time off

Work Location: In person

Salary : $100,000

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