CHERRY ASSISTANT JOBS

Client Success & Retention Specialist

Remote role for Cherry Assistant through Cherry Assistant.

PART TIMEAmericas (North, Central, South America)20 hrs/weekR7000 – R10,000 per month

Job Description

What this role covers

We are hiring a Client Success & Retention Specialist for a B2B marketing services company in the lead generation industry. This is a Part-Time remote role for a United States based client. The role is focused on managing client relationships, supporting retention, driving upsells, and maintaining CRM hygiene.

The ideal candidate is a persuasive, metrics-driven communicator with strong follow-through, and hands-on experience with GoHighLevel CRM or similar systems.

Key Responsibilities:

  • Primary workflows include handling onboarding calls, check-in calls, client communication, and offboarding calls.

  • Manage customer retention initiatives, upselling opportunities, and testimonial collection.

  • Own day-to-day client communication, including campaign updates and service-related discussions.

  • Maintain accurate and up-to-date CRM records and pipeline tracking (GoHighLevel or similar).

  • Support basic sales conversations with clients where opportunities for expansion arise.

  • Ensure a high level of client satisfaction through structured follow-ups and proactive communication.

Required Qualifications:

  • 2–3 years of proven experience in customer service, account management, or sales support roles.

  • Hands-on experience managing outreach, pipelines, or client workflows in GoHighLevel (GHL) or similar CRMs.

  • Ability to confidently handle client conversations and identify upsell opportunities.

  • Excellent spoken and written English with a clear, neutral accent and strong phone presence.

  • Highly process-driven, coachable, and comfortable working in a fast-paced, KPI-focused environment.

  • Experience working in a remote, global team environment.

Preferred Qualifications:

  • Experience working with marketing agencies, lead generation companies, or professional services firms.

  • Familiarity with cold SMS and cold email best practices, including compliance and opt-out handling.

  • Experience booking meetings or handling client communications in financial services or high-trust niches.

Required Skills & Tools:

  • Email and calendar management tools (Gmail/Outlook and Calendly)

  • Google Workspace and Slack (or similar communication and reporting tools)

  • GoHighLevel for CRM, outreach, pipeline, and calendar management

  • VoIP dialer tools (e.g., JustCall, Aircall, Twilio)

  • Productivity and documentation tools (Google Workspace or Microsoft 365)

Schedule & Pay:

  • Full-Time position; 20 hours per week; US business hours (Monday–Friday, 9AM–1PM Central Time, with flexibility across US time zones)

  • Fully remote role for a United States based client

  • Pay ranges from R7000 – R10,000 ZAR per month, plus performance-based bonuses for retention, upsells, and testimonials

  • Includes training, playbooks/SOPs, and strong growth potential in a fast-scaling program

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 with performance-based upside

  • Consistent hours and predictable workload

  • Fully remote work with long-term potential

  • Direct collaboration with the founder and sales team, making a real impact

  • Supportive and inclusive work environment

  • Opportunity to grow alongside a fast-scaling marketing program

If you’re a proactive, client-focused professional who enjoys building strong client relationships, driving retention, and identifying growth opportunities, and you thrive in a fast-paced environment, we’d love to hear from you.