Right hand to the Founder of a growing Cape Cod vacation rental company, a new AI services company, and father of 3.5- and 7-year-old girls. You’ll manage 20+ active threads across business, personal, and family — from coordinating vendors to running errands to helping manage kids’ schedules. Local to the South Shore, gets things done without being told twice, comfortable switching between business operations and a grocery run in the same afternoon. Real autonomy and trust from day one. What You’ll Do Scheduling & Task Management Schedule meetings, calls, and appointments; follow up on open items until resolved Help manage the task list — adding, updating, and closing out items Household, Property, Office & Vehicles Organize and maintain the office, home, property, and vehicles Grocery/supply runs, mail sorting, home organization, seasonal prep Monthly property walk-throughs (Duxbury home + occasional Cape Cod trips) Kids & Family Help manage kids’ activity schedules, coordinate with co-parent on logistics Research and book camps, lessons, and activities; handle clothes and gear as needed Occasional pinch-hit babysitting Errands Vehicle drop-off/pickup (inspections, detailing, service), pharmacy runs, package returns Meet vendors on-site; ad-hoc errands as they come up Admin & Business Support Organize documents and paperwork; maintain physical and digital filing systems Help out with Nauset Rental tasks as needed, working with other executives on the team Roll up your sleeves — no task is too small if it moves the ball forward What You Bring EA, personal assistant, office manager, or household manager experience Local to Duxbury, Plymouth, Kingston, Marshfield, Halifax, or nearby — in-person regularly with a car High discretion — you’ll handle personal matters Strong follow-through and independent judgment Eager to learn and use AI tools daily — we’ll train you, but curiosity is non-negotiable Comfortable with tech (Google Workspace, apps) and around kids Growth & Comp $25–$35/hour, 30–40 hrs/week, hybrid. Significant upside based on impact. Start as the get-everything-done person and grow into operations or chief-of-staff as the business scales. We’re AI-forward — you’ll use AI tools daily for research, drafting, and getting organized. We’ll teach you, but you need to be excited about that, not intimidated by it. How to Apply Email with your resume and a brief note answering one of these: Tell us about a time you juggled 5+ things at once and nothing dropped. Describe a situation where you anticipated what someone needed before they asked. What’s the most satisfying task you’ve ever crushed? Why? Keep it short and real. We’d rather hear your voice than a polished cover letter. #J-18808-Ljbffr