CHERRY ASSISTANT JOBS

Sales Development Representative

Remote role for Cherry Assistant through Cherry Assistant.

PART TIMEAmericas (North, Central, South America)10 hrs/weekR3,500 - R4,500

Job Description

What this role covers

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 000 - R4 000 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!