Personal Assistant To A Very Busy CEO

We are seeking a highly organized, tech‑savvy, and solutions‑oriented Personal Assistant to support a fast‑paced CEO. This role is ideal for someone who takes initiative, anticipates needs, and consistently delivers high‑quality work with minimal direction. The right candidate is comfortable navigating technology, managing a variety of tasks, and maintaining professionalism in a dynamic environment. This is a part‑time, in‑person position based in a private home office in North Naples, FL. Schedule: Twice a week, 10am–2pm.

Key Responsibilities:

• Provide hands‑on support with technology, including troubleshooting Salesforce, Microsoft Office, Google Workspace, Dropbox, printers, and general device issues
• Maintain and update spreadsheets, reports, and digital files with accuracy and attention to detail
• Assist with personal and household tasks such as Amazon returns, dry cleaning, grocery pickups, and coordinating service quotes
• Keep the workspace and systems organized, ensuring information is accessible and up to date
• Anticipate needs and resolve issues proactively before they become disruptions
• Support daily workflow without excessive oversight or unnecessary conversation
• Occasionally assist with pet‑related cleanup as needed
• Occasionally run errands

Qualifications

• Strong proficiency in Microsoft Excel (formulas, formatting, problem‑solving)
• Comfortable navigating Salesforce, Microsoft Office, and Google Suite independently
• Demonstrated ability to troubleshoot common tech issues without external guidance
• Highly organized, detail‑oriented, and able to manage multiple tasks efficiently
• Self‑starter with excellent judgment and the ability to work around a high‑energy, high‑output leader
• Professional, discreet, and able to maintain appropriate boundaries
• Reliable transportation and consistent punctuality

Ideal Candidate Traits

• Proactive and resourceful — you solve problems before they escalate
• Tech‑confident and quick to learn new systems
• Calm under pressure and adaptable to shifting priorities
• Takes ownership of tasks and follows through without reminders
• Comfortable supporting both professional and personal needs

This role offers the opportunity to make a meaningful impact by ensuring the CEO’s day runs smoothly and efficiently. If you take pride in being dependable, tech‑capable, and solutions‑driven, this position may be an excellent match.