CHERRY ASSISTANT JOBS

Executive Assistant

Remote role for Cherry Assistant through Cherry Assistant.

FULL TIMEAmericas (North, Central, South America)45 hrs/weekZAR 19 000 - ZAR 25 000 / $1000 - $1375

Job Description

What this role covers

We are hiring an Executive Assistant for a solopreneur consulting/coaching company in the Professional Services industry. This is a Full-Time remote role for a US-based client. The role is focused on end-to-end practice operations, client communications, invoicing, CRM/project management, and nationwide workshop/event logistics with light marketing support. The ideal candidate is someone who is a proactive, detail-obsessed critical thinker, and a systems-driven professional capable of seamlessly managing business operations, client experiences, and national workshop marketing/logistics while anticipating the owner's needs.

Key Responsibilities:

  • Manage executive inbox and calendar; schedule and confirm meetings with clients and prospects

  • Serve as primary point of contact for client communications and inquiries, ensuring timely, professional responses

  • Maintain and update CRM/project management boards (monday.com) and ensure tasks, timelines, and follow-ups are accurate

  • Create, send, and track invoices; record expenses and mileage; reconcile payments and follow up on overdue invoices (QuickBooks or similar)

  • Plan and coordinate ~20 workshops/events annually, including venue sourcing, contracts, AV/catering, travel/lodging, and day-of run-of-show

  • Manage attendee registrations, communications, and pre-/post-event materials; provide remote day-of support and troubleshooting

  • Coordinate ordering, production, and shipment of training materials and supplies to event locations

  • Produce light marketing and event collateral in Canva; support email announcements and reminders

  • Prepare reports, dashboards, and simple KPIs related to pipeline, events, budgets, and operations

  • Document SOPs, continuously improve processes, and proactively anticipate next steps and needs


Required Qualifications:

  • 3+ years of combined experience in executive assistance, operations, and/or event coordination within a professional services environment

  • 2+ years experience handling basic invoicing, expense tracking, and client billing procedures.

  • Proven track record managing calendars, client communications, and end-to-end logistics with minimal oversight

  • Hands-on experience supporting workshops, seminars, or corporate events (venue/vendor coordination, timelines, materials)

  • Exceptional written and verbal English communication; strong attention to detail and follow-through

  • High ownership mindset with the ability to anticipate needs, make decisions, and solve problems proactively

Preferred Qualifications:

  • Experience in consulting/coaching, professional training, or similar client-facing environments

  • Experience working in a blended role such as Executive Assistant, Operations Manager, Practice Manager, or Event Coordinator.

  • Familiarity with invoice management and basic expense tracking (QuickBooks or similar)

  • Basic design skills in Canva and exposure to email marketing or registration tools

Required Skills & Tools:

  • Google Workspace (Gmail, Calendar, Drive, Docs, Sheets, Slides)

  • monday.com or similar CRM/project management platform

  • QuickBooks or similar invoicing/expense tools

  • Design & Content tools (Canva, LinkedIn, etc.)

Schedule & Pay:

  • Full-Time position; Monday–Friday, either 8:00am–5:00pm EST or 9:00am–6:00pm. EST

  • Fully remote role for a US-based client

  • Pay ranges from ZAR 19 000 - ZAR 25 000

  • Includes training, growth potential, and the opportunity to develop long-term with the client

System Requirements:

  • Internet speed of at least 20 Mbps upload and download

  • 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

  • Consistent hours and predictable workload

  • Fully remote work with long-term potential

  • Direct collaboration with the Founder/Coach, making a real impact

  • Supportive and inclusive work environment

  • Opportunity to grow alongside a national workshop program and consulting practice

If you are a solutions-oriented executor who thrives in autonomy, possesses a high sense of urgency, and wants to act as a true strategic right hand rather than a traditional paper-pusher, we want to hear from you. Apply today to help shape and scale our growing practice!