Executive Assistant

Location: Remote (U.S. preferred)
Type: Full-Time | Contractor (1099) to start
Compensation: $4,000–$6,000/month (based on experience)
Start Date: ASAP

Clogg Group is hiring a highly capable Executive Assistant to support a founder/operator managing multiple fast-growing businesses across digital marketing, health & fitness, and software.

This is a true right-hand role. You will be responsible for creating structure, reducing noise, and enabling the executive to focus exclusively on high-impact work. If you thrive in fast-moving environments, think in systems, and execute without hand-holding, this role is for you.

This is a remote-first role, with flexibility around location. Trust, autonomy, and execution matter more than proximity.

• Own and optimize a complex calendar across multiple businesses and time zones
• Manage inboxes, messages, and notifications (Slack, email, text)
• Act as gatekeeper: filter, prioritize, and surface only what matters
• Prepare meeting briefs, agendas, and follow-up summaries
• Track decisions, deadlines, and commitments

• Build and maintain task systems, dashboards, and workflows
• Track projects, follow-ups, and deliverables across teams
• Coordinate with internal stakeholders, vendors, and partners
• Handle light legal, HR, and financial admin tasks
• Maintain accurate reporting and documentation
  

• Schedule personal appointments (medical, wellness, travel, etc.)
• Coordinate shopping, gifting, and errands
• Support ad-hoc personal logistics as needed

• Support research, competitive analysis, and prep for opportunities
• Help structure new initiatives and incoming opportunities
• Ensure the executive is focused only on highest-value work

By 90 days:

• The executive’s calendar, inbox, and task flow are structured and predictable
• Communication noise is dramatically reduced
• You operate with minimal instruction and high trust

By 1 year:

• You function as a true leverage point for the executive
• Opportunities no longer fall through due to time constraints
• Systems run smoothly without constant oversight

You are:

• Proactive, decisive, and calm under pressure
• Highly organized with strong systems-thinking ability
• Tech-savvy and comfortable learning tools quickly
• Discreet, trustworthy, and detail-oriented
• Concise communicator (clear > verbose)

• You do not need hand-holding and are comfortable figuring things out independently.

• Monday–Friday availability (8/9am–5/6pm local)
• Responsive during business hours; flexible as needed
• Remote-first, outcome-driven culture
• Contractor (1099) to start, with potential W2 conversion later

• 3–5+ years supporting executives or founders in fast-paced environments
• Experience in digital, startup, marketing, or tech-adjacent industries preferred
• Strong Google Workspace skills (Gmail, Calendar, Docs)
• Comfort with project management tools (ClickUp preferred)
• Ability to manage multiple priorities without losing accuracy

• Experience supporting founders with multiple companies
• Familiarity with CRMs, dashboards, or analytics tools
• Comfort using AI tools to increase efficiency
• Background in paid media, software, or health & fitness industries
  

Location: Remote (U.S. preferred)
Type: Full-Time | Contractor (1099) to start
Compensation: $4,000–$6,000/month (based on experience)

• Ownership over tasks and outcomes
• Speed with accuracy
• Clear, direct communication
• Trust and discretion
• Continuous improvement