Hybrid Executive Assistant To CEO - DickersonBakker bei Dickerson Bakker

If your ideal workday involves wearing many hats, anticipating needs before they happen, and keeping both a CEO and his world running seamlessly—you might be exactly who we’re looking for.

We need an Executive Assistant who’s equal parts admin assistant, personal assistant, property manager, project wrangler, office host, and overall calm in the chaos.

This is not a “sit quietly behind a desk” job. You’ll be running errands one day, prepping a retreat the next, managing AirBnB bookings in between, and making sure our CEO stays laser-focused on what matters most.

What You’ll Do (A.K.A. Why You’ll Never Be Bored)

• Keep his calendar, travel, and expenses perfectly organized
• Prioritize daily & weekly tasks, review in a quick “Daily Standup”
• Gatekeep incoming requests so he can stay on task and on time
• Occasionally provide administrative assistance to other C-level executives on performance improvement projects and initiatives

• Run errands, manage to-do lists
• Care for dogs (walks, sitting, the occasional overnight)
• House sit / pet sit when the CEO is out of town (it’s a nice house!)
• Provide personal hospitality support for guests and events

• Support management of CEO-owned properties, including AirBnBs and long-term rentals
• Manage bookings/leases and communicate with guests/tenants
• Oversee property-related scheduling, maintenance follow-up, and vendor coordination
• Schedule and conduct property showings

• Keep our Raleigh office stocked, tidy, and welcoming
• Manage hospitality for events, meetings, and guests at our Raleigh headquarters
• Provide general office care and light clerical support

• Assist with the planning and execution of our annual company retreat
• Gather and distribute monthly dashboard & executive reports
• Prep and bind printed materials locally

What We’re Looking For

• Will stay two steps ahead of the CEO
• Is resourceful and can figure things out without needing every answer first
• Loves variety—no two days look alike here
• Can prioritize what matters most and keep others focused on it
• Is discreet and trustworthy with sensitive info
• Can pivot gracefully when plans change (because they will)

You’ll Thrive Here If You:

• Have previous experience as an Executive Assistant, Personal Assistant, or similar hybrid role
• Are confident juggling personal, property, and professional support work
• Have strong communication skills—both written and verbal
• Are tech-savvy (Microsoft Office Suite, Google Workspace)
• Are based in Raleigh, NC, and can work on-site with some flexibility for events, weekends, or travel days

Why You’ll Love It

• Impact – You’ll make it possible for our CEO to focus on leading the company
• Variety – Every day is different, and you’ll never be stuck in a rut
• Culture – We value integrity, excellence, and genuine teamwork
• Perks – Competitive pay, great benefits, and a mission-driven environment