Landmark Healthcare Facilities LLC, 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. The ideal candidate has prior experience supporting an ultra–high-net-worth individual and understands the discretion, responsiveness, and professionalism such a role requires.
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 :Medical, dental, and vision insurance
Life, short-term, and long-term disability insuranceHealth Savings Account and Flexible Spending Plan401(k) with employer matchThree weeks paid vacation and eight paid holidaysPaid downtown Milwaukee parking#MMAS