HR Coordinator at Cherry Assistant

• Cherry Assistant is seeking an Internal HR & People Operations Manager to oversee the entire employee lifecycle for both internal staff and contractors supporting our clients. This person will handle onboarding, payroll, compliance, employee engagement, and HR systems. The role is ideal for someone who is organized, detail-focused, and experienced in people operations, payroll, and remote team management.

Responsibilities

• Onboard all new internal staff and contractors for clients.
• Oversee offboarding including exit interviews, access removal, and final pay.
• Administer payroll for internal staff and contractors, ensuring accuracy and timeliness.
• Track and reconcile client payments with contractor payroll, ensuring they align with VA placements.
• Draft and update contractor agreements, HR policies, and compliance documents.
• Conduct structured weekly, monthly, and annual check-ins with staff.
• Implement and manage biannual performance reviews.
• Track birthdays, anniversaries, and milestones, coordinating recognition, bonuses, and raises.
• Manage PTO tracking and maintain accurate attendance records.
• Monitor time tracking tools, flagging missed entries or non-compliance.
• Maintain organized, confidential HR records.
• Escalate staff or contractor issues to leadership when necessary.
• Organize team events that support culture and retention.
• Post and manage job postings on our ATS, LinkedIn, and Indeed

Must Have Requirements

• 3+ years of HR and people management experience
• 3+ years of payroll administration experience
• 2+ years experience working with a US, UK, Australian, or Canadian company 
• 2+ years experience working remotely from home 
• Proven experience managing payroll, benefits, or contractor payments.
• Knowledge of HR compliance and best practices for remote and international teams.
• Strong communication skills with the ability to build trust across teams.
• High attention to detail, organizational skills, and ability to manage multiple priorities.

Nice to Have Requirements

• Experience reconciling billing or subscription systems (e.g., Stripe).
• Familiarity with global HR and contractor compliance.
• Background in performance review systems, culture-building, or employee engagement.
• Experience in a fast-growing startup or staffing/outsourcing environment.
• Pay & Schedule
• Full-time, remote role; 40 hours/week 
• 9am to 5pm EST (US East Coast hours)
• 9,000-12,000ZAR per month depending on experience

Tech Requirements

• Reliable high-speed internet and backup access.
• Comfortable using HR and payroll platforms, project management tools, and time tracking software.
• Proficiency with Google Workspace (Docs, Sheets, Drive) and communication platforms (Slack, Zoom).
• Ability to learn and manage systems like Stripe, ATS/CRM tools, and HR recordkeeping platforms.