Executive Assistant

You will act as the right hand to a fast-moving CEO managing multiple businesses and a 45–50 person team. This environment is dynamic, ambiguous, and fast. You will not be given perfect instructions — you are expected to figure things out, move quickly, and execute with precision.

We are specifically looking for individuals with a Catalyst or Persuader profile—people who can build relationships fast, influence outcomes, and keep momentum in high-pressure environments.

If you need structure, predictability, or detailed instructions, this role will not work.

If you thrive in motion, solve problems in real time, and keep things moving—this is a strong fit.

 

What You Will Do

• Manage complex calendars across multiple businesses and stakeholders
• Implement and optimize scheduling systems and automation
• Attend meetings, capture decisions, and track execution
• Drive follow-through on priorities, deadlines, and commitments
• Support both business and occasional personal executive needs
• Maintain organized systems, documentation, and knowledge bases
• Use tools like Microsoft Office, HubSpot, OneNote, Adobe, and password vaults
• Leverage AI tools (ChatGPT, Gemini) for efficiency and output
• Act as a trusted operator who keeps pace with rapid decision-making

 

Work Environment

• Fully remote
• High-speed, high-accountability culture
• Minimal supervision — high trust
• Constant change — priorities shift quickly

What to Expect

You will work closely with a visionary, high-energy CEO who moves quickly and communicates briefly.

Your role is to:

• Stay grounded
• Keep operations moving
• Bring structure without slowing things down
• Maintain momentum under pressure

 

If you need predictability, this role will feel overwhelming.

If you thrive in fast-moving environments and enjoy solving problems in real time, this role will suit you.

You will act as the right hand to a fast-moving CEO managing multiple businesses and a 45–50 person team. This environment is dynamic, ambiguous, and fast. You will not be given perfect instructions — you are expected to figure things out, move quickly...

What We’re Looking For (Behavioral Fit — Non-Negotiable)

• Adaptive execution: You act without waiting. You fill gaps and adjust in real time
• Relational intelligence: You build trust quickly and manage stakeholders effectively
• Comfort with speed: You operate well under urgency and shifting priorities
• Low ego, high ownership: You focus on outcomes, not recognition
• Judgment under ambiguity: You make sound decisions without full context

Ideal Profile (Catalyst / Persuader Indicators)

• High sociability — naturally connects and communicates with ease
• Moderate to high consistency — structured but flexible
• Moderate to high precision — detail-aware without overthinking
• Moderate to high intensity — matches a fast-paced CEO
• Moderate to high emotional awareness — stabilizes pressure situations

 

What You Must Have

• Proven experience as an Executive Assistant supporting senior leaders
• Strong calendar management and follow-through capability
• Ability to operate in a fast-paced, low-instruction environment
• Strong written and verbal communication
• High accountability and ownership mindset
• Tech-savvy with ability to learn systems quickly

 

Preferred

• Experience supporting multiple businesses or entities
• Familiarity with EOS, Bloom Growth, or similar systems
• Experience with HubSpot or similar CRM tools
• Experience using AI tools for productivity

You will act as the right hand to a fast-moving CEO managing multiple businesses and a 45–50 person team. This environment is dynamic, ambiguous, and fast. You will not be given perfect instructions — you are expected to figure things out, move quickly, and execute with precision.

We are specifically looking for individuals with a Catalyst or Persuader profile—people who can build relationships fast, influence outcomes, and keep momentum in high-pressure environments.

If you need structure, predictability, or detailed instructions, this role will not work.

If you thrive in motion, solve problems in real time, and keep things moving—this is a strong fit.

 

What You Will Do

• Manage complex calendars across multiple businesses and stakeholders
• Implement and optimize scheduling systems and automation
• Attend meetings, capture decisions, and track execution
• Drive follow-through on priorities, deadlines, and commitments
• Support both business and occasional personal executive needs
• Maintain organized systems, documentation, and knowledge bases
• Use tools like Microsoft Office, HubSpot, OneNote, Adobe, and password vaults
• Leverage AI tools (ChatGPT, Gemini) for efficiency and output
• Act as a trusted operator who keeps pace with rapid decision-making

 

Work Environment

• Fully remote
• High-speed, high-accountability culture
• Minimal supervision — high trust
• Constant change — priorities shift quickly

What to Expect

You will work closely with a visionary, high-energy CEO who moves quickly and communicates briefly.

Your role is to:

• Stay grounded
• Keep operations moving
• Bring structure without slowing things down
• Maintain momentum under pressure

 

If you need predictability, this role will feel overwhelming.

If you thrive in fast-moving environments and enjoy solving problems in real time, this role will suit you.

You will act as the right hand to a fast-moving CEO managing multiple businesses and a 45–50 person team. This environment is dynamic, ambiguous, and fast. You will not be given perfect instructions — you are expected to figure things out, move quickly...

What We’re Looking For (Behavioral Fit — Non-Negotiable)

• Adaptive execution: You act without waiting. You fill gaps and adjust in real time
• Relational intelligence: You build trust quickly and manage stakeholders effectively
• Comfort with speed: You operate well under urgency and shifting priorities
• Low ego, high ownership: You focus on outcomes, not recognition
• Judgment under ambiguity: You make sound decisions without full context

Ideal Profile (Catalyst / Persuader Indicators)

• High sociability — naturally connects and communicates with ease
• Moderate to high consistency — structured but flexible
• Moderate to high precision — detail-aware without overthinking
• Moderate to high intensity — matches a fast-paced CEO
• Moderate to high emotional awareness — stabilizes pressure situations

 

What You Must Have

• Proven experience as an Executive Assistant supporting senior leaders
• Strong calendar management and follow-through capability
• Ability to operate in a fast-paced, low-instruction environment
• Strong written and verbal communication
• High accountability and ownership mindset
• Tech-savvy with ability to learn systems quickly

 

Preferred

• Experience supporting multiple businesses or entities
• Familiarity with EOS, Bloom Growth, or similar systems
• Experience with HubSpot or similar CRM tools
• Experience using AI tools for productivity