After a long, accomplished career in corporate leadership, a recently retired executive is ready for her next chapter, one with more freedom and far less to manage on her own. She and her husband split their time across several properties in the Midwest, a home on the East Coast, and a property in the Caribbean, and she needs a steady, sharp, trustworthy partner who can run the details of it all so she never has to think twice about leaving town. It's a chance to build this role directly alongside a warm, informal family who value honesty and hard work over titles.

Responsibilities:

• Manage a busy personal calendar and handle day-to-day administration (the primary focus of this role, roughly 30 hours per week)


• Oversee maintenance schedules, spreadsheets, and vendors across all five properties, eventually becoming the main point of contact for vendors


• Serve as lead point of contact for the Dominican Republic prop...