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

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): $1800 $2200 USD / month ($21.6k $26.4k/year)

• South Africa (SA): $1700 $2000 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.