Sales Operations & Proposal Specialist - Events Industry (AI-Enabled & ShowIt) - 65781704542

Sales Operations & Proposal Specialist - Events Industry (AI-Enabled & ShowIt)

Location: Remote (Latin America or South Africa)
Employment Type: Full-Time, ICA
Schedule: Flexible / Asynchronous with partial U.S. overlap (Turnaround speed on proposal drafts is prioritized over rigid live desk hours)
Compensation:

• Latin America (LATAM): $1,800 – $2,200 USD / month ($21.6k – $26.4k/year)

• South Africa (SA): $1,700 – $2,000 USD / month ($20.4k – $24k/year) Reports To: Head of Wedding Sales & Managing Partner (Derek)

About the Company
Based in Miami, Florida, our client is a premier entertainment agency and full-service production company specializing in luxury weddings, high-profile corporate activations, and high-volume private events. Operating as a hybrid talent agency and production house, they staff high-end DJs and live musicians while managing full sound, lighting, and stage production.

Their business model combines flagship, mega-luxury portfolio weddings with high-volume mid-tier event packages scaled across multiple events per weekend. To unblock sales leadership and accelerate deal velocity, they are adding a dedicated Sales Operations & Proposal Specialist to own their digital proposal pipeline.

Role Overview
They are seeking an articulate, tech-savvy Sales Operations & Proposal Specialist to serve as the engine behind their sales pipeline.

In this role, you will take raw discovery call notes and run them through an AI-assisted workflow (extracting buyer personas, quote parameters, and customized package options) to build sleek, high-converting digital proposal web pages on ShowIt. You will turn around 80% to 90% complete proposal drafts within hours of a discovery call, ready for final executive review.

Because their brand identity relies on elevated, non-corny, high-end messaging that appeals to luxury event planners and high-net-worth clients, exceptional written English, strong aesthetic intuition, and prompt-engineering comfort are mandatory.

Key Responsibilities

AI-Driven Proposal Construction & Web Assembly (~60%)

• Workflow Execution: Ingest raw discovery call notes and audio summaries, utilizing structured AI prompts to analyze buyer types, extract line-item requirements, and draft tailored copy.

• ShowIt Page Building: Populate and customize hidden digital proposal web pages on ShowIt using pre-built agency templates, incorporating media assets, custom artist packages, audio/lighting specs, and pricing matrices.

• Rapid Turnaround: Complete first-draft proposal pages within tight turnaround windows following discovery calls so proposals reach prospects while momentum is high.

Stakeholder Liaison & Pipeline Support (~25%)

• Multi-Party Communication: Coordinate professional email updates, scheduling links, and proposal delivery across complex multi-stakeholder chains (couples, parents, luxury wedding planners, and corporate producers).

• Brand & Tone Alignment: Ensure all written touchpoints reflect a slick, modern, high-end agency tone, avoiding generic or corny industry tropes.

Sales Admin & Process Optimization (~15%)

• Pipeline Maintenance: Keep sales trackers, proposal statuses, and client notes organized across Google Workspace and CRM tools.

• SOP & Prompt Maintenance: Partner with sales leadership to refine AI prompt libraries, ShowIt page templates, and proposal creation checklists as the event catalog expands.

Hard Skills & Qualifications

• 2+ years of experience in sales operations, digital marketing, or proposal coordination within events, luxury hospitality, creative agencies, or modern digital brands.

• Hands-on comfort with visual, drag-and-drop web builders (ShowIt experience is a huge plus, or rapid adaptability with Squarespace, Webflow, or WordPress).

• Demonstrated proficiency using AI tools (ChatGPT, Claude, Custom GPTs) for data extraction, buyer persona analysis, and copy generation.

• Exceptional written English skills with a knack for sleek, persuasive, elevated copywriting.

• Reliable home workstation with high-speed internet and power redundancy (UPS/inverter).

Preferred Tools

Experience with some combination of:

• ShowIt (or comparable drag-and-drop web page builders)

• AI Tools (ChatGPT, Claude, custom prompt workflows)

• Google Workspace & Google Calendar

• CRM & Sales Pipeline Management Software

Soft Skills

• High aesthetic intuition and visual design alignment

• Independent execution and checklist discipline

• Sharp attention to detail across numbers, names, and package specs

• Strong emotional intelligence when communicating with high-touch clients

• Comfort working asynchronously while maintaining tight SLAs

About the Ideal Candidate
The ideal candidate is a proactive sales operator who loves merging modern AI tools with clean web design. You enjoy taking unstructured meeting notes, running them through smart prompts, and outputting a sleek, polished digital proposal that wows the client. You understand luxury positioning, work fast, and take pride in keeping a sales engine moving without constant oversight.

Why This Role Matters
This position directly unblocks the lead revenue generator for a scaling luxury brand. By automating proposal creation and streamlining client touchpoints, you eliminate sales bottlenecks, increase close rates, and allow the business to scale seamlessly.