Part-Time Executive Assistant (Independent Contractor)

Part-Time Executive Assistant (Independent Contractor)Cincinnati Area/Northern Kentucky (local candidates required)We're seeking an Executive Assistant to partner with a dynamic real estate investor and developer in streamlining operations and driving productivity.What You'll DoYou'll begin by taking ownership of inbox and communications management, ensuring nothing falls through the cracks while the entrepreneur focuses on high-impact work. As trust deepens, your role will naturally expand to include strategic support, project coordination, and occasional personal tasks.Who You AreYou have a track record of supporting C-suite executives or entrepreneurs, or you've managed projects that require close collaboration with senior leadership. Details matter to you, but you never lose sight of the bigger picture. You work independently, communicate proactively, and bring sound judgment to every decision.Working StyleYou'll have clear guidelines but also the autonomy to make judgment calls. We value competency and trust over speed, and a calm, professional presence. You're also comfortable:Managing up: keeping conversations on agenda and flagging upcoming deadlines and open itemsTurning ideas into action: the entrepreneur is a creative, big-picture thinker; you capture new ideas for later and keep focus on what matters nowSwitching gears: moving from a development contract to an event booking to a travel itinerary without missing a beatClosing loops: following up with third parties (and the entrepreneur) until every task is done, without being askedKey ResponsibilitiesThe role begins with core administrative support and expands based on performance and mutual trust.Email & CommunicationsReview, organize, and manage the inbox to maintain inbox zeroDraft email responses for approval (with potential to respond directly over time)Unsubscribe from unwanted newsletters and filter low-priority communicationsEnsure timely responses based on priority and guidelinesVendors & AdminHandle initial vendor communications and payment coordinationMake approved payments using the company credit cardReview contracts and assist with signature coordinationSend customized contracts using templates and form letters, with signature requestsFlag important items requiring the entrepreneur's attentionProject SupportOrganize and manage documentation for real estate development projects, including permit tracking and project foldersCoordinate with architects and other project partnersMeet vendors on-site and coordinate property accessScheduling & TravelCalendar management and meeting schedulingPlan and coordinate travel logistics, and maintain trip and budget spreadsheetsTechnology & Social MediaManage business accounts and tools, including Google Workspace, GoDaddy, Wix, and 1PasswordMonitor company Facebook pages and use local groups to recruit trade contractorsLight Personal Assistance (Occasional, <5%)Pick up/drop off dry cleaning or mailRare school pickup or errands in a pinchHandle personal documents and keys when needed(No cleaning or household maintenance)Engagement DetailsTime & AvailabilityTrial period: ~5 hours/week (first 1–2 months)Ongoing: 10–15 hours/week after trialWeekly check-in meeting with the entrepreneurIn-person meetings in Northern Kentucky 2x/month during business hoursInbox checked 5 days/week; reachable daily (no daily meetings)Email response expectations:Received before 3pm → same-day responseReceived after 3pm → next business dayCompensationTrial period: hourly payAfter trial: monthly retainer (guaranteed pay), $45–$55/hour equivalent based on experiencePaid via direct depositFlexible schedule with room to growRequirementsHigh school diploma or equivalent; college degree a plus but not requiredStrong tech literacyBasic bookkeeping competency (able to track payments and follow financial records; formal training not required)Comfortable with spreadsheets (confident using them to track, organize, and review information; expert level not required)Reliable home-office setup, including a personal computer and stable high-speed internetHigh level of discretion with sensitive business and personal informationReliable, responsive, and proactiveEligible to work as an independent contractorWilling to sign an NDALive in the Greater Cincinnati area full-timeInterview ProcessVirtual interview with Project ManagerPhone call with the entrepreneurIn-person meeting at a local coffee shop (e.g., Starbucks)How to ApplyPlease answer our screening questions and submit your resume.