Personal Executive Assistant (Part-Time)

St. Cloud, Florida Part-Time, Flexible Hours 1099 Independent Contractor $20–$25/hrAre you a seasoned professional looking for meaningful, part-time work that draws on a lifetime of skills? Do you thrive in roles where you are genuinely needed — where your reliability, good judgment, and compassionate nature make a real difference in someone’s daily life? If so, this opportunity may be a perfect fit.We are seeking a trusted, long-term Personal Executive Assistant to support a private individual in St. Cloud, Florida. This role requires someone who is not only highly organized and capable, but also genuinely caring — someone willing to become an essential part of daily life and operations. The individual you will support is visually impaired, and this role requires you to serve as his eyes, advocate, and organizational anchor.This is not a corporate job. It is a human one. You will be trusted with access to personal finances, sensitive information, and real responsibility. In return, you will find a role with genuine purpose, flexibility, and longevity.What You’ll DoAdministrative & Executive SupportManage email correspondence, written communications, and incoming mailHandle calendar management, scheduling, and appointment coordinationSupport preparation for speaking engagements and meetingsAssist with bookkeeping and financial organization, including tax season preparationManage documents and files using Microsoft Office and iOS platformsAssist with end-of-life planning and legal/administrative follow-throughPersonal & Household OperationsOversee contractors and manage home improvement projects (e.g., outdoor kitchen renovations)Coordinate day-to-day household operations including staff, cleaning, and household logisticsManage and organize medications, prescription pickups, and daily medication schedulesDrive to medical appointments, errands, and other personal engagementsFamily Coordination & Life ManagementAssist with timesharing coordination and logistics for two young childrenResearch and plan family trips, travel logistics, and lodgingIdentify and coordinate children’s activities and enrichment opportunitiesServe as a consistent point of contact to keep the principal on track with daily prioritiesWho We’re Looking ForThis role is well-suited for a retired professional or experienced individual seeking part-time work with genuine purpose. You may have spent your career in executive support, healthcare, education, social services, or business operations — and now want a role that puts those skills to meaningful use without the demands of full-time corporate life.You are:A compassionate, patient individual who takes genuine pride in supporting othersHighly organized, proactive, and capable of managing competing priorities independentlyDiscreet and trustworthy with sensitive personal and financial informationTech-comfortable: proficient in Microsoft Office and iOS devicesA clear, confident communicator — in both writing and conversationReliable, consistent, and committed to a long-term relationshipRequirementsBachelor’s degree required8+ years of experience supporting an executive, business owner, or private householdEnglish as a first language (native fluency required)Valid driver’s license and clean driving recordMust pass a thorough criminal background checkDrug-free lifestyle — no exceptionsStrong financial responsibility; good credit history required (access to financial accounts will be granted)Local to St. Cloud, Florida or willing to commuteCompensation & Schedule$20–$25 per hour, commensurate with experience1099 Independent Contractor arrangementFlexible 25–35 hours per week — schedule designed around your availabilityLong-term engagement with a stable, consistent principalIf you are a trustworthy, capable professional looking for work that truly matters — where your experience, compassion, and reliability are valued every single day — we would love to hear from you.Powered by JazzHRXW1hmMizeo