CHERRY ASSISTANT JOBS

Operations Executive Assistant

Remote role for Cherry Assistant through Cherry Assistant.

FULL TIMEEurope, Middle East, and Africa (EMEA)40 hrs/weekR18,000 - R25,000 per month

Job Description

What this role covers

We are hiring an Operations Executive Assistant to support a fast-growing, bootstrapped startup. This is a high-ownership role working directly with the founders and focused on managing the company's financial, legal, HR, compliance, and general operational backbone.

The ideal candidate is organised, commercially minded, comfortable working with numbers and contracts, and highly trustworthy when handling sensitive information. They should be confident working independently, solving operational problems with limited guidance, and communicating directly with external professionals such as accountants, lawyers, auditors, and service providers.

Key Responsibilities


Finance & Accounts:

  • Own the company's day-to-day accounts receivable and accounts payable processes.

    Manage invoicing and follow up with clients to ensure payments are received on time.

  • Process company payments and maintain accurate financial records.

  • Maintain visibility of the company's cash position and provide relevant information to the founders.

  • Support the founders with day-to-day financial administration and operational matters.

  • Ensure financial tasks and follow-ups are completed accurately and on time.

Legal & Contract Administration:

  • Handle day-to-day legal and contract administration for the business.

  • Review and draft commercial agreements, NDAs, and vendor contracts.

  • Identify potential legal issues and flag matters that require review by external counsel.

  • Maintain organised records of company contracts and legal documentation.

  • Communicate with external lawyers and other legal service providers as required.

  • Ensure contract-related tasks and follow-ups are handled efficiently.

HR & Internal Operations:

  • Manage payroll administration and related documentation.

  • Maintain accurate HR records and employee documentation.

  • Support employee onboarding processes.

  • Maintain and update internal policies and operational documentation.

  • Handle general internal administration required to keep the business running smoothly.

  • Ensure recurring HR and operational processes are completed consistently.

Compliance & Immigration:

  • Manage ad hoc client compliance checks and related administrative requirements.

  • Support UK visa and immigration administration.

  • Maintain accurate records and documentation relating to compliance and immigration matters.

  • Identify outstanding compliance or administrative requirements and ensure they are followed up.

  • Escalate matters requiring specialist advice where appropriate.

External Stakeholder Communication:

  • Act as a primary point of contact for external accountants, auditors, lawyers, and other service providers.

  • Communicate professionally and confidently with external stakeholders.

  • Coordinate requests, documentation, and follow-ups between the company and external service providers.

  • Handle operational matters independently without requiring founder involvement in every interaction.

  • Maintain professional and effective relationships with external stakeholders.

Required Qualifications:

  • 3+ years' experience in finance, legal operations, HR, business operations, or a similar role.

  • Experience working within a startup or high-growth business environment.

  • Strong numerical and financial administration skills.

  • Comfortable working with contracts, commercial agreements, and legal documentation.

  • Strong organisational and administrative skills.

  • High level of discretion and professionalism when handling sensitive information.

  • Ability to work independently and take ownership of operational responsibilities.

  • Strong attention to detail and ability to manage multiple priorities.

  • Confident communicating with senior professionals and external service providers.

  • Ability to identify problems and resolve operational issues with limited guidance.

Preferred Qualifications:

  • Previous experience working within a VC-backed or startup environment.

  • Experience in finance, legal operations, HR operations, or business administration.

  • Experience managing accounts receivable and accounts payable.

  • Experience with commercial contracts, NDAs, and vendor agreements.

  • Experience working with accountants, auditors, lawyers, or external service providers.

  • Experience with payroll and HR administration.

  • Experience with compliance processes.

  • Experience with UK visa or immigration administration.

  • Previous experience in a high-growth or rapidly changing business environment.

Required Skills & Tools:

  • Strong numerical and financial administration skills.

  • Excellent organisational and time-management skills.

  • Strong attention to detail.

  • Contract and document review skills.

  • Confident written and verbal communication skills.

  • Ability to handle confidential and sensitive information professionally.

  • Strong problem-solving and decision-making abilities.

  • High level of ownership and initiative.

  • Ability to manage multiple operational processes simultaneously.

  • Comfortable working directly with founders and external professional service providers.

  • Ability to work independently in an environment where processes may still be developing.

Schedule & Pay:

  • Full-Time position; Monday - Friday UK/Central European time (9 AM - 5 PM South African time).

  • Fully remote role for a European company

  • Pay ranges from R18,000 - R25,000 per month depending on skills and experience.

  • Annual raises and confirmed holidays.

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 a microphone.

Benefits:

  • Fully remote work from South Africa.

  • Consistent full-time schedule.

  • Direct daily exposure to founders and the operational side of a growing startup.

  • Full ownership across finance, legal administration, HR, and compliance.

  • Opportunity to gain broad experience across the financial and operational functions of a high-growth business.

If you are an organised, commercially minded, and highly trustworthy professional who is comfortable working across finance, legal, HR, and operations, and you enjoy taking ownership of complex administrative responsibilities, apply to join the team!