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.