Executive Assistant / Chief of Staff

Position Summary

The Executive Assistant’s primary responsibility is to protect and optimize the CEO’s time, enabling fewer interruptions, higher focus, and greater organizational impact. This role functions as a strategic partner to the CEO, not merely administrative support. The Executive Assistant operates proactively; exercises sound judgment and manages critical workflows with minimal supervision.

*Please note that there will be an assessment test given for this interview process.*

Skills:

• Strong communication, writing, and public relations skills.
• High attention to detail and ability to thrive in a fast-paced environment.
• Proficient in Microsoft Office Suite (Outlook, Word, Excel, OneDrive, PowerPoint) and cloud-based tools such as Dropbox, DocuSign, and Adobe.
• Proficient in Monday.com.
• Working knowledge in Canva.

Qualifications:

• Proven leadership experience in fast-paced environments.
• Strong decision-making, problem-solving, and project oversight skills.
• Experience managing teams and driving efficiency.
• Proven ability to work in close partnership with executive teams (office manager, Operations etc.) while maintaining discretion.
• Effective at building internal and external relationships.
• Excellent written and verbal communication.
• Highly organized, detail-oriented, and analytical.
• Able to multitask, prioritize, and adapt quickly to new technology under pressure.

Core Purpose of the Role

• Protect the CEO’s time by reducing unnecessary interruptions and distractions.
• Ensure the CEO’s attention is consistently aligned with the company’s highest priorities.
• Act as a trusted filter, gatekeeper, and force multiplier for executive effectiveness.

What This Role Is

• A force multiplier for the CEO, extending capacity and effectiveness.
• A filter and gatekeeper for information, requests, and priorities.
• Proactive, anticipatory, and solutions oriented.
• Comfortable operating independently and making informed decisions.

What This Role Is Not

• Task-only or reactive administrative support.
• A position requiring constant direction or oversight.
• Limited to scheduling or clerical responsibilities.

Definition of Success

The Executive Assistant is succeeding when:

• The CEO experiences fewer interruptions and greater ability to focus.
• Priorities are anticipated and managed before becoming urgent.
• Issues and problems are addressed accurately and on time.
• Communication is fast, clear, and aligned across internal and external stakeholders.

First Weeks Expectations

Within the initial weeks, the Executive Assistant is expected to:

• Draft and edit communications on behalf of the CEO.
• Provide a concise daily priority brief highlighting key meetings, decisions, and risks.
• Filter requests, noise, and low-value interruptions.
• Operate with minimal supervision while maintaining high standards of judgment and confidentiality.
• Manage the CEO’s calendar and inbox, handling a high daily volume of communications (200 emails per day) with accuracy and discretion.

Qualifications

• Associate or bachelor’s degree required.
• Preferred fields: Business Administration, Operations Management, or related discipline.
• Equivalent real-world experience will be considered in lieu of formal education.

Job Type: Full-time

Pay: $80,000 to $90,000 DOE

Benefits:

• Health insurance
• Paid time off
• Holiday Pay
• Dental insurance
• Vision insurance

Schedule: 40-50 Hour/Week/Weekend availability - Monday evening meetings every week and every Saturday morning virtual meetings with follow-up after.

Experience:

• Monday.com: 2 years (Required)
• Support of C-suite executive (CEO, COO, CFO) years: 4 years (Required)

Work Location: In person

Ability to Commute:

• Lutz, FL 33548 (Required)