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Cherry Assistant
Cherry Assistant

Executive Assistant

Location

Remote restrictions apply
See all remote locations

Salary Estimate

N/AIconOpenNewWindows

Seniority

N/A

Tech stacks

Support
Operations
HubSpot
+7

Contract role
6 days ago
Apply now

We are hiring an Executive Assistant (with potential to grow into Chief of Staff) for a coaching and leadership development company in the professional services industry. This is a part-time to full-time remote role for a U.S.-based company. This role is ideal for someone who is detail-oriented, proactive, highly adaptable, and excited to leverage both organizational skills and technology (including AI tools) to drive efficiency and business growth.

Key Responsibilities:

  • Manage executive’s calendar, scheduling, travel, and inbox with precision and discretion.
  • Provide client support via email and occasional phone calls.
  • Maintain and update HubSpot CRM, ensuring the sales pipeline is accurate and up to date.
  • Track business development activities and proactively prompt follow-ups with prospects and clients.
  • Support business operations by executing existing SOPs while also identifying and improving inefficient systems.
  • Leverage AI tools (e.g., ChatGPT, Fixer, workflow automations) to optimize daily tasks and improve productivity.
  • Act as a thought partner by exercising pattern recognition, making sound decisions, and anticipating needs.
  • Prepare itineraries, handle reservations, and coordinate logistics for business and client-related events.
  • Ensure executive accountability by keeping business development priorities on track.

Required Qualifications:

  • 3+ years of experience as an Executive Assistant, Operations Coordinator, or similar role.
  • Strong organizational skills with proven ability to manage multiple priorities in a fast-paced environment.
  • Excellent written and verbal communication skills in English.
  • Demonstrated experience supporting CRM management (HubSpot strongly preferred).
  • Ability to work U.S. business hours.

Preferred Qualifications:

  • Prior experience supporting coaches, consultants, or professional services firms.
  • Exposure to business development or sales operations support.
  • Comfort with both following established systems and innovating new processes.
  • Familiarity with leveraging AI productivity tools.

Required Skills & Tools:

  • HubSpot (CRM)
  • Google Workspace (Docs, Sheets, Calendar, Gmail)
  • Project management tools (e.g., Asana, Trello, or similar)
  • AI tools (ChatGPT, Fixer, or similar workflow tools)
  • Strong knowledge of email and calendar management

Schedule & Pay:

  • Part-time ramp-up (20 hours/week) with the potential to grow into full-time within 2-3 months
  • Working U.S. hours (Central or Eastern Time Zone)
  • Pay ranges from 7000.00 ZAR - 8000.00 ZAR depending on experience and skill level
  • Annual raises, bonuses, and PTO included.

System Requirements:

  • Internet speed of at least 20 Mbps
  • Computer with a 2.4 GHz processor or higher
  • 8 GB of RAM or higher
  • Windows 10 or newer, or Mac OS X 10.10 or newer
  • HD 720p webcam
  • Headset with microphone

Benefits:

  • Competitive pay rates
  • US phone number and business email address provided
  • Stable work hours and consistent pay
  • Remote flexibility (work from anywhere)
  • Long-term professional relationships with a single client
  • Opportunities for career advancement into Chief of Staff role
  • Supportive and inclusive work environment

If you're a reliable, detail-oriented professional looking for a long-term remote role with room to grow, we’d love to hear from you.

About Cherry Assistant

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