CHERRY ASSISTANT JOBS

Executive Assistant

Remote role for Cherry Assistant through Cherry Assistant.

FULL TIMEAmericas (North, Central, South America)40 hrs/weekZAR14 000 - ZAR18 000

Job Description

What this role covers

We are hiring an Executive Assistant for a boutique operations agency company in the recruitment and events industry. This is a full-time remote role for a North American based company. This role is ideal for someone who is exceptionally organized, calm under pressure, proactive, and excels at keeping a fast-paced executive seamlessly on track.

Key Responsibilities:

  • Coordinate complex domestic and international travel arrangements (flights, hotels, cars, Uber) and handle rapid rebooking when plans change mid-trip.

  • Track and organize travel receipts and expense reports using NEAT, managing digital uploads and physical receipt photo workflows.

  • Proactively manage the CEO's calendar and inbox, and make outbound calls on behalf of the CEO.

  • Assist with personal logistics and tasks as needed, including scheduling medical appointments, managing passports, and handling travel documentation.

  • Help coordinate scheduling for the business development and onboarding teams.

  • Manage follow-ups and comprehensive task tracking to ensure nothing falls through the cracks.

Required Qualifications:

  • 2+ years of Executive Assistant experience supporting a senior leader or entrepreneur.

  • 2+ years of experience working with clients from the United States, UK, Canada, or Australia.

  • Exceptional organizational skills, strong attention to detail, and a calm, fast-on-your-feet approach to problem-solving.

  • Must speak and write fluent English with strong written and verbal communication skills.

  • Demonstrated alignment with our SCORE Values: Solution-focused, Curiosity, Ownership, Resourcefulness, and Excellence.

Preferred Qualifications:

  • Experience tracking expenses and receipts using NEAT or similar tools.

  • Conversational or fluent Spanish language skills are a plus, though not required.

  • Tech-savvy mindset with experience utilizing various CRM tools and AI tools.

Required Skills & Tools:

  • Microsoft 365 (Outlook, Teams, OneDrive, Office 360)

  • CRM Platforms

  • Expense Tracking Tools (e.g., NEAT)

  • AI Productivity Tools

Schedule & Pay:

  • Full-time position; standard operational hours in the North American time zones.

  • This is a fully remote job for a North American based company.

  • Pay ranges from ZAR 14 000 - ZAR 18 000 , depending on experience and skill.

  • Annual raises, performance bonuses (at company discretion), and confirmed holidays/PTO.

System Requirements:

  • Internet speed of at least 20 Mbps download / 20 Mbps upload (with a reliable backup connection).

  • Computer with an Intel Core 8th generation processor (or AMD Ryzen 2000 series) or higher.

  • 8 GB of RAM or higher.

  • Windows 11 or newer, or macOS 13 or newer.

  • Working HD 720p webcam.

  • Headset with a microphone.

Benefits:

  • Immediate Perks: 7 paid company holidays and a supportive, inclusive work environment featuring monthly social events, game nights (with cash prizes), and bi-monthly team training.

  • After 3 Months: 10 days PTO, 3 sick days, 1 local holiday choice per year, a $100/year professional development allowance, and a one-time $50 workspace reimbursement.

  • After 1 Year: Healthcare reimbursement up to $50/month, an additional one-time $50 workspace reimbursement, and eligibility for a possible year-end bonus.

  • The company provides a US phone number and business email address.

  • Enjoy the flexibility of working remotely from home or any location of your choice, completely eliminating commute time.

  • Consistent work with the same clients, fostering long-term professional relationships and opportunities for career advancement.

If you think that you are qualified and ready to bring your high-level organizational skills to a dynamic team, please fill out our application form. We look forward to reviewing your background. Talk to you soon, and come join our team!