CHERRY ASSISTANT JOBS

Sales & Proposals Specialist

Remote role for Cherry Assistant through Cherry Assistant.

PART TIMEAmericas (North, Central, South America)20 hrs/weekR8000 – R9,000 per month

Job Description

What this role covers

We are hiring an Inside Sales & Proposals Specialist for a small home services company in the holiday lighting/home improvement industry. This is a Part-Time (20 hrs/week) remote role for a U.S.-based client operating on Eastern Time. The role is focused on rapid lead response, consultative discovery, creating AI-aided lighting renderings and professional proposals, and closing deals with deposits while maintaining meticulous CRM hygiene. The ideal candidate is a persuasive, consultative seller with clear, neutral-sounding English; highly organized; tech-savvy with AI tools and CRMs; KPI-driven; and comfortable thriving in a fast-paced, seasonal environment.

Key Responsibilities:

- Own inbound lead intake: call, text, and email prospects quickly; qualify needs, timeline, and budget; and set expectations.

- Conduct consultative discovery, educate prospects on service scope (design, install, service, removal, storage), and tailor packages to budget (e.g., roofline vs. full décor).

- Create simple, polished house-lighting renderings using AI/image tools based on discovery insights.

- Build accurate, professional proposals using pricing guidelines/templates; send promptly (ideally within 24 hours of discovery).

- Follow up systematically to secure approvals and collect deposits; schedule next steps in the CRM.

- Maintain impeccable CRM records (Jobber): notes, status updates, tasks, and communication logs.

- Track and report KPIs (e.g., conversion/capture rate, response times, pipeline status) and propose improvements.

- Collaborate on streamlining proposal workflows and templates using AI and spreadsheets.

- Provide basic social media support during lower lead-volume periods, as needed.

- Participate in role plays, coaching, and occasional video calls; uphold a professional, camera-ready presence.

Required Qualifications:

- 4+ years of inside sales, SDR/AE, or phone-based B2C sales experience with a consultative approach.

- Exceptional spoken and written English; clear, easily understood communication style.

- Demonstrated success managing high lead volume with fast response times and structured follow-ups.

- Hands-on CRM experience (preferably Jobber or similar field service CRMs) and disciplined documentation.

- Proficiency creating client-facing proposals and basic visual mockups/renderings.

Preferred Qualifications:

- Experience in home services, home improvement, or seasonal services (e.g., lighting, landscaping, HVAC, cleaning).

- Familiarity with Jobber; exposure to ServiceTitan, ServiceM8, or similar platforms is a plus.

- Experience using AI tools for design/rendering and process automation; spreadsheet proficiency for pricing.

Required Skills & Tools:

- Jobber (or similar field service CRM)

- AI productivity tools (e.g., ChatGPT/Gemini) and AI/image rendering tools for simple visual mockups

- Google Workspace (Gmail, Drive, Docs, Sheets) and phone/SMS tools (e.g., Google Voice or similar)

Schedule & Pay:

- Part-Time (20 hrs/week) potential to increase hours

- Core coverage in U.S. Eastern Time, Monday–Saturday, with occasional Sundays as needed. 10am - 2pm EST/ 4pm - 8pm SAST (Schedule to be confirmed)

- Fully remote role for a U.S.-based client

- Pay ranges from R8000 to R9000 per month depending on experience and hours worked

- Includes rapid onboarding, training on workflows/templates, and strong growth potential (including expansion into permanent lighting offerings)

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 scaling home services program