Sales & Proposals Specialist

Cherry Assistant LLC; United States; Remote; USD 4,700 - 6,000; Part time

Benefits offered by this job

Fully remote work

Direct collaboration with Founder

Growth potential

Competitive pay with flexible hours

Seasonal / fast-paced environment

Job summary

Cherry Assistant LLC is hiring an Inside Sales & Proposals Specialist for a remote, part-time role (20 hrs/week) serving a U.S.-based client in the holiday lighting sector. The position emphasizes rapid response to leads, consultative discovery, and creating AI-assisted lighting renderings and professional proposals.

You will close deals with deposits, maintain meticulous CRM hygiene, and collaborate on streamlined proposal workflows using AI.

Qualifications

• 4+ years of inside sales, SDR/AE, or phone-based B2C sales with a consultative approach.
• Exceptional spoken and written English; clear, neutral communication.
• Hands-on CRM experience (preferably Jobber or similar field service CRMs) and disciplined documentation.

Responsibilities

• Own inbound lead intake: call, text, and email prospects quickly; qualify needs, timeline, and budget.
• Conduct consultative discovery; educate on service scope; tailor packages to budget.
• Create simple, AI-aided house-lighting renderings based on discovery insights.
• Build accurate, professional proposals using templates; send promptly.
• Follow up to secure deposits; schedule next steps in CRM; maintain CRM records.

Skills

Inside sales

Lead response

CRM management

Proposals

English communication

AI tools

Tools

Jobber

AI image/rendering tools

Google Workspace

Phone/Text/Email outreach

Job description

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. Mon - Fri 11am - 3pm EST/ 5pm - 9pm SAST, Saturdays 9am - 1pm EST / 3pm - 7pm
• Fully remote role for a U.S.-based client
• Pay ranges from R7000 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