Personal Assistant

Office/Clerical
Location:Milwaukee, WIPay: $70,000.00Work type: Direct Hire - Full Time
Date Posted:
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Job ID: AE689511010

Job Description

A well-established commercial real estate corporation based in the heart of downtown Milwaukee is seeking a tech-savvy, detail-oriented professional to serve as Personal Assistant to the Executive Chairman. This role is ideal for a self-starter who thrives in a dynamic, fast-paced environment and enjoys providing comprehensive, hands-on support across business, household, and personal domains.

Responsibilities
  • Manage and prioritize the Executive Chairman’s calendar, including professional, personal, and family commitments.
  • Coordinate and confirm complex travel itineraries, including flights, hotels, ground transportation, and dining arrangements.
  • Schedule and track personal appointments and affairs (local and out-of-state).
  • Research and compile background information, reviews, and reports related to travel, entertainment, and other personal interests.
  • Type, edit, and format business proposals, correspondence, and marketing materials as dictated by the Executive Chairman (not responsible for independently drafting content).
  • Create PowerPoint decks, spreadsheets, and other high-level business documents.
  • Act as gatekeeper for all calls, mail, and electronic correspondence.
  • Maintain strict confidentiality and discretion at all times.
  • Be available outside of standard business hours when required.

Qualifications
  • Strong follow-through and problem-solving skills with exceptional attention to detail.
  • Highly collaborative and thrives as the “right hand” to an executive.
  • Advanced technical proficiency in Microsoft Office Suite, AI productivity tools, and Canva.
  • Excellent communication and organizational skills.
  • 3+ years of administrative or personal assistant experience supporting a senior executive; real estate experience is a plus.
  • Bachelor’s degree preferred; minimum of two years of advanced education required.
  • Proven ability to manage competing priorities and maintain professionalism under pressure.
  • Willingness to work in-office Monday through Friday, with flexibility for occasional evening or weekend needs.

Compensation and Benefits
  • Base salary starts at $70,000 annually, depending on experience, plus a year-end discretionary bonus.
  • Comprehensive benefits package including:
    1. Medical, dental, and vision insurance
    2. Life, short-term, and long-term disability insurance
    3. Health Savings Account and Flexible Spending Plan
    4. 401(k) with employer match
    5. Three weeks paid vacation and eight paid holidays
    6. Paid downtown Milwaukee parking

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