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 Do

You'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 Are

You 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 Style

You'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 items
• Turning ideas into action: the entrepreneur is a creative, big-picture thinker; you capture new ideas for later and keep focus on what matters now
• Switching gears: moving from a development contract to an event booking to a travel itinerary without missing a beat
• Closing loops: following up with third parties (and the entrepreneur) until every task is done, without being asked

Key Responsibilities

The role begins with core administrative support and expands based on performance and mutual trust.

Email & Communications

• Review, organize, and manage the inbox to maintain inbox zero
• Draft email responses for approval (with potential to respond directly over time)
• Unsubscribe from unwanted newsletters and filter low-priority communications
• Ensure timely responses based on priority and guidelines

Vendors & Admin

• Handle initial vendor communications and payment coordination
• Make approved payments using the company credit card
• Review contracts and assist with signature coordination
• Send customized contracts using templates and form letters, with signature requests
• Flag important items requiring the entrepreneur's attention

Project Support

• Organize and manage documentation for real estate development projects, including permit tracking and project folders
• Coordinate with architects and other project partners
• Meet vendors on-site and coordinate property access

Scheduling & Travel

• Calendar management and meeting scheduling
• Plan and coordinate travel logistics, and maintain trip and budget spreadsheets

Technology & Social Media

• Manage business accounts and tools, including Google Workspace, GoDaddy, Wix, and 1Password
• Monitor company Facebook pages and use local groups to recruit trade contractors

Light Personal Assistance (Occasional, <5%)

• Pick up/drop off dry cleaning or mail
• Rare school pickup or errands in a pinch
• Handle personal documents and keys when needed

*(No cleaning or household maintenance)*

Engagement Details

Time & Availability

• Trial period: ~5 hours/week (first 1–2 months)
• Ongoing: 10–15 hours/week after trial
• Weekly check-in meeting with the entrepreneur
• In-person meetings in Northern Kentucky 2x/month during business hours
• Inbox checked 5 days/week; reachable daily (no daily meetings)
• Email response expectations:
• Received before 3pm → same-day response
• Received after 3pm → next business day

Compensation

• Trial period: hourly pay
• After trial: monthly retainer (guaranteed pay), $45–$55/hour equivalent based on experience
• Paid via direct deposit
• Flexible schedule with room to grow

Requirements

• High school diploma or equivalent; college degree a plus but not required
• Strong tech literacy
• Basic 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 internet
• High level of discretion with sensitive business and personal information
• Reliable, responsive, and proactive
• Eligible to work as an independent contractor
• Willing to sign an NDA
• Live in the Greater Cincinnati area full-time

Interview Process

• Virtual interview with Project Manager
• Phone call with the entrepreneur
• In-person meeting at a local coffee shop (e.g., Starbucks)

How to Apply

Please answer our screening questions and submit your resume.

Job Types: Part-time, Contract

Pay: $45.00 - $55.00 per hour

Expected hours: 10.0 – 15.0 per week

Application Question(s)

• This is a part-time contract role (10–15 hrs/week). What makes part-time the right fit for you right now, and can you commit to the response times and in-person meetings listed above?
• Who is the most senior person you’ve supported directly? Share their title, industry, and how long you worked together.
• Which of these have you used hands-on: Google Workspace (admin side), GoDaddy, Wix, 1Password, Facebook business pages? For each one, name one thing you did in it.
• What do you use right now to track your own to-dos and follow-ups? Name the tool or method and how you use it day to day.
• Which part of Greater Cincinnati/Northern Kentucky do you live in, and what does your weekday availability look like for in-person meetings?

Experience

* Executive Assistant: 1 year (Required)

Work Location: Hybrid remote in Wilder, KY 41076