Sales Development Representative

Cherry Assistant; South Africa; Remote; ZAR 39,000 - 50,000; Part time

Benefits offered by this job

Competitive pay in USD

Fully remote work

Growth opportunities

Job summary

Cherry Assistant LLC is hiring a Sales Development Representative (B2B) for a founder-led, multi-brand company in the commercial services and events industry. This part-time remote role is for a US-based client and focuses on building targeted lead lists, cold calling, qualifying prospects, and setting appointments across three brands.

The ideal candidate is a self-starter with strong B2B outbound experience, persuasive communication, and fluency with CRM-driven workflows (GoHighLevel

Qualifications

• 2+ years of B2B outbound sales/SDR or inside sales with a proven record of booking meetings from cold outreach.
• Proficiency with CRMs (GoHighLevel preferred) and disciplined pipeline management.
• Strong spoken and written English; able to communicate persuasively.
• Experience sourcing and validating lead lists independently; detail-oriented with follow-through.

Responsibilities

• Research and build high-quality B2B prospect lists by city/vertical; identify decision-makers and gather contact data.
• Execute cold calling, email, and SMS outreach to generate interest and book qualified appointments across brands.
• Qualify prospects against ICP criteria and tailor pitches for each brand.
• Own the top-of-funnel pipeline in GoHighLevel: log activities, update deal stages, set tasks, and maintain data hygiene.
• Write and iterate outreach scripts, email templates, and cadences to increase conversions.
• Coordinate meeting logistics and hand-offs to the Founder; schedule site visits as needed.

Skills

B2B outbound

Cold calling

CRM workflows

English proficiency

Lead generation

Tools

GoHighLevel

Google Workspace

VoIP/dialer tools

Job description

We are hiring a Sales Development Representative (B2B) for a founder-led, multi-brand company in the commercial services and corporate events industry. This is a part-time remote role for a US-based client. The role is focused on building targeted lead lists, cold calling, qualifying prospects, and setting appointments across three brands (commercial cleaning/valet trash, corporate dessert catering, and professional speaking/education). The ideal candidate is a self-starter with strong B2B outbound experience, persuasive communication skills, and fluency with CRM-driven workflows (GoHighLevel preferred), who can context-switch effectively and deliver results.

Key Responsibilities

• Research and build high-quality B2B prospect lists by city/vertical; identify decision-makers and gather accurate contact data
• Execute cold calling, email, and SMS outreach to generate interest and book qualified appointments across assigned brands
• Qualify prospects against ICP criteria and pain points; tailor pitches for commercial cleaning, corporate catering/events, and speaking engagements
• Own the top-of-funnel pipeline in GoHighLevel: log activities, update deal stages, set tasks, and maintain data hygiene
• Write and iterate outreach scripts, email templates, and follow-up cadences to increase conversion rates
• Coordinate meeting logistics, confirmations, and hand-offs to the Founder; schedule site visits for cleaning opportunities as needed
• Conduct diligent follow-ups to reduce no-shows and move opportunities forward; assist in closing smaller deals when appropriate
• Track and report weekly KPIs (dials, connects, meetings set, show rates, SQLs) and recommend improvements
• Collaborate on territory/vertical prioritization and testing plans to drive consistent pipeline growth
• Adhere to brand voice, objection handling frameworks, and compliance guidelines

Required Qualifications

• 2+ years of B2B outbound sales/SDR or inside sales experience with a proven record of booking meetings from cold outreach
• Demonstrated success with cold calling, objection handling, and qualification in service-based industries
• Proficiency with CRMs (GoHighLevel preferred) and disciplined pipeline management
• Strong spoken and written English; confident, clear, and persuasive communicator
• Experience sourcing and validating lead lists independently; detail-oriented with excellent follow-through

Preferred Qualifications

• Hands-on GoHighLevel experience (pipelines, automations, tasks, and reporting)
• Industry exposure to commercial cleaning/facilities services, corporate catering/events, or speaker booking
• Spanish bilingual (for outreach to Spanish-speaking markets/contacts)
• Experience working with US-based clients and scheduling across US time zones

Required Skills & Tools

• GoHighLevel (or similar CRM with ability to ramp quickly)
• Google Workspace (Docs, Sheets, Gmail) and basic spreadsheet proficiency
• VoIP/dialer tools and prospecting platforms; email/SMS outreach tools

Schedule & Pay

• Part-time position; 10 hours per week within US business hours (ET/CT), schedule to be agreed
• Fully remote role for a US-based client
• Pay ranges from R3 500 - R4 500 ZAR per month
• Includes performance-based commissions per closed deal (final structure confirmed upon hire) and growth potential to 20-40 hours/week with adjusted compensation

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, making a real impact
• Supportive and inclusive work environment
• Opportunity to grow alongside a multi-brand company

If you are a confident, results-driven sales professional with a passion for B2B lead generation and building relationships, we would love to hear from you!