We are seeking an experienced Executive Assistant to support the CEO. This is a critical role that will directly impact business operations, client relationships, and business development growth. The ideal candidate will be highly organized, proactive, and capable of managing multiple priorities while maintaining exceptional attention to detail.The Executive Assistant will play a critical role in transforming a high-volume inbox and meeting-heavy calendar into a streamlined, priority-driven workflow. Success in this role requires strong judgment, proactive communication, and the ability to create order from complexity.This role goes beyond traditional administrative support. You will own core operational processes, manage communication systems, coordinate recruiting pipelines, and help implement tools and SOPs that reduce cognitive load for the CEO and leadership team.This is a full-time, remote position requiring exceptional written communication, strong follow-through, comfort with sensitive information, and the ability to proactively manage both professional and limited personal tasks.Location: Fully RemoteJob Type: Full-TimeSalary: $800 - $1,600 per month (based on experience)Requirements3+ years of experience supporting senior executives as an EA, Operations Coordinator, or similar role. Exceptional email management and prioritization skills Strong systems thinker with experience building organized workflows Proficient in digital tools (Notion strongly preferred) Highly proactive and detail-oriented Strong written communication skills Comfortable making judgment calls on prioritization Tech-comfortable and adaptable to evolving systems and tools. Thrives in high-accountability, high-clarity environments.Exceptional organizational skills with ability to manage multiple systems (Gmail, Google Chat, Google Calendar, HubSpot)Proactive communication: Ability to anticipate needs and take initiative without constant directionBusiness acumen: Understanding of sales pipelines, business development processes, and CRM workflowsHubSpot experience: Demonstrated experience with HubSpot or similar CRM platformsAttention to detail: Ability to maintain accurate records and catch details others might missRelationship skills: Genuine interest in helping build and maintain professional relationshipsTime management: Ability to prioritize competing demands and work effectively with a busy executiveTechnical proficiency: Comfortable with Google Workspace, email management, and learning new tools quickly Technical Requirements: Reliable high-speed internet and a modern home office setup.Key Responsibilities1. Email & Communication TriageDaily inbox management: Triage and organize all incoming emails into designated folders (Action Needed, Read Later, Follow Up, If Interested) each morningChat monitoring: Monitor Google Chat direct messages and project spaces on behalf of Exec, providing daily summary emails of items requiring his attentionDelegate access: With appropriate delegate access, manage Exec's digital communications and filter out non-urgent messagesCriteria development: Work with Exec to establish clear criteria for what requires his direct response versus what can be handled independentlyResponse drafting: Begin drafting responses to routine emails for Exec's review and approval2. Administrative SupportOffice management: Coordinate office supply orders and equipment needs through an organized request systemGifting & relationship building: Manage birthday gifts, holiday gifts, anniversary gifts, and other relationship-building gestures for team members and business contactsCalendar management: Maintain Exec's calendar, coordinate scheduling, and manage task blocks for important but non-urgent workGeneral administration: Handle document management, contractor coordination, and other operational needs as they arise3. Business Development & CRM ManagementHubSpot pipeline management: Maintain and update Exec's separate business development pipeline in HubSpot (distinct from Drew's pipeline)Lead generation support: Assist with identifying and compiling lists of target contacts in growth markets (Greensboro, Wilmington, Richmond)Meeting coordination: Schedule business development meetings, both virtual and in-personMeeting notes & follow-up: Listen to recorded business development meetings (via Fireflies or Google Meet recordings), compile comprehensive notes, and track action itemsFollow-up execution: Draft follow-up emails and ensure timely outreach after meetingsRelationship tracking: Monitor pipeline progress and flag opportunities requiring Exec's attention4. Meeting & Calendar Coordination Proactively blocking time for priority tasks and deep work sessions (e.g., 3-hour client review blocks) Managing incoming meeting requests and calendar invites Coordinating scheduling via email and Calendly links Maintaining accurate availability and protecting focused work periods Adjusting calendar structure as preferences evolve (e.g., prioritizing mornings for deep work) Ensuring flexibility while maintaining structure5. Process Optimization & SOPs: Document, organize, and improve company workflows and Standard Operating Procedures (SOPs) in Notion.Support the creation of internal systems for accountability, task tracking, and delegation across the companie's operations and team structure.Assist with invoicing (occurs approximately twice per month)Support with other tactical administrative tasks as needed Ensuring delegated tasks are followed up on and completed Reducing cognitive load by maintaining a clear, visible task pipeline6. Task Delegation & Tracking Implementing and maintaining a shared Notion workspace Capturing tasks from emails, meetings, and discussions Assigning deadlines and tracking progress Supporting transparency and real-time updates Preparing agendas for daily/weekly sync meetings Ensuring delegated tasks are followed up on and completed Reducing cognitive load by maintaining a clear, visible task pipelineBenefits International experience Opportunity to work remotely from anywhere Supportive and collaborative team environment Learning and development opportunities Potential Performance Bonuses PTO HMO after 3 months
We are seeking an experienced Executive Assistant to support the CEO. This is a critical role that will directly impact business operations, client relationships, and business development growth. The ideal candidate will be highly organized, proactive, and capable of managing multiple priorities while maintaining exceptional attention to detail.
The Executive Assistant will play a critical role in transforming a high-volume inbox and meeting-heavy calendar into a streamlined, priority-driven workflow. Success in this role requires strong judgment, proactive communication, and the ability to create order from complexity.
This role goes beyond traditional administrative support. You will own core operational processes, manage communication systems, coordinate recruiting pipelines, and help implement tools and SOPs that reduce cognitive load for the CEO and leadership team.
This is a full-time, remote position requiring exceptional written communication, strong follow-through, comfort with sensitive information, and the ability to proactively manage both professional and limited personal tasks.
Location: Fully Remote
Job Type: Full-Time
Salary: $800 - $1,600 per month (based on experience)
Requirements
- 3+ years of experience supporting senior executives as an EA, Operations Coordinator, or similar role.
- Exceptional email management and prioritization skills
- Strong systems thinker with experience building organized workflows
- Proficient in digital tools (Notion strongly preferred)
- Highly proactive and detail-oriented
- Strong written communication skills
- Comfortable making judgment calls on prioritization
- Tech-comfortable and adaptable to evolving systems and tools.
- Thrives in high-accountability, high-clarity environments.
- Exceptional organizational skills with ability to manage multiple systems (Gmail, Google Chat, Google Calendar, HubSpot)
- Proactive communication: Ability to anticipate needs and take initiative without constant direction
- Business acumen: Understanding of sales pipelines, business development processes, and CRM workflows
- HubSpot experience: Demonstrated experience with HubSpot or similar CRM platforms
- Attention to detail: Ability to maintain accurate records and catch details others might miss
- Relationship skills: Genuine interest in helping build and maintain professional relationships
- Time management: Ability to prioritize competing demands and work effectively with a busy executive
- Technical proficiency: Comfortable with Google Workspace, email management, and learning new tools quickly
- Technical Requirements: Reliable high-speed internet and a modern home office setup.
Key Responsibilities
1. Email & Communication Triage
- Daily inbox management: Triage and organize all incoming emails into designated folders (Action Needed, Read Later, Follow Up, If Interested) each morning
- Chat monitoring: Monitor Google Chat direct messages and project spaces on behalf of Exec, providing daily summary emails of items requiring his attention
- Delegate access: With appropriate delegate access, manage Exec's digital communications and filter out non-urgent messages
- Criteria development: Work with Exec to establish clear criteria for what requires his direct response versus what can be handled independently
- Response drafting: Begin drafting responses to routine emails for Exec's review and approval
2. Administrative Support
- Office management: Coordinate office supply orders and equipment needs through an organized request system
- Gifting & relationship building: Manage birthday gifts, holiday gifts, anniversary gifts, and other relationship-building gestures for team members and business contacts
- Calendar management: Maintain Exec's calendar, coordinate scheduling, and manage task blocks for important but non-urgent work
- General administration: Handle document management, contractor coordination, and other operational needs as they arise
3. Business Development & CRM Management
- HubSpot pipeline management: Maintain and update Exec's separate business development pipeline in HubSpot (distinct from Drew's pipeline)
- Lead generation support: Assist with identifying and compiling lists of target contacts in growth markets (Greensboro, Wilmington, Richmond)
- Meeting coordination: Schedule business development meetings, both virtual and in-person
- Meeting notes & follow-up: Listen to recorded business development meetings (via Fireflies or Google Meet recordings), compile comprehensive notes, and track action items
- Follow-up execution: Draft follow-up emails and ensure timely outreach after meetings
- Relationship tracking: Monitor pipeline progress and flag opportunities requiring Exec's attention
4. Meeting & Calendar Coordination
- Proactively blocking time for priority tasks and deep work sessions (e.g., 3-hour client review blocks)
- Managing incoming meeting requests and calendar invites
- Coordinating scheduling via email and Calendly links
- Maintaining accurate availability and protecting focused work periods
- Adjusting calendar structure as preferences evolve (e.g., prioritizing mornings for deep work)
- Ensuring flexibility while maintaining structure
5. Process Optimization & SOPs:
- Document, organize, and improve company workflows and Standard Operating Procedures (SOPs) in Notion.
- Support the creation of internal systems for accountability, task tracking, and delegation across the companie's operations and team structure.
- Assist with invoicing (occurs approximately twice per month)
- Support with other tactical administrative tasks as needed
- Ensuring delegated tasks are followed up on and completed
- Reducing cognitive load by maintaining a clear, visible task pipeline
6. Task Delegation & Tracking
- Implementing and maintaining a shared Notion workspace
- Capturing tasks from emails, meetings, and discussions
- Assigning deadlines and tracking progress
- Supporting transparency and real-time updates
- Preparing agendas for daily/weekly sync meetings
- Ensuring delegated tasks are followed up on and completed
- Reducing cognitive load by maintaining a clear, visible task pipeline
Benefits
- International experience
- Opportunity to work remotely from anywhere
- Supportive and collaborative team environment
- Learning and development opportunities
- Potential Performance Bonuses
- PTO
- HMO after 3 months
Ironically, most founders are too busy to find, train and onboard an Executive Assistant. At FreedUp, we do it all for you. Fill out one form, have one meeting with us, and in less than 45 days, we'll match you to a world-class assistant, custom-build all your systems, and handle 100% of onboarding.
Ironically, most founders are too busy to find, train and onboard an Executive Assistant. At FreedUp, we do it all for you.
Fill out one form, have one meeting with us, and in less than 45 days, we'll match you to a world-class assistant, custom-build all your systems, and handle 100% of onboarding.
