AI Enablement Facilitator

Scale Army Careers

. Present free AI diagnoses to CEOs or COOs as findings and convert credibility into paid Leadership Intensives .

Posted 9/22/2026full-timeRemote • Egypt, Argentina, Ethiopia, Morocco, KenyaMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in consultative B2B sales and executive-level engagement, with a strong focus on AI fluency and the ability to deliver tailored workshops and presentations. Proficient in managing client relationships and facilitating high-stakes discussions to drive conversion and meet business objectives.

Highest-signal resume keywords

Consultative B2B SalesExecutive-Level ClosesAI FluencyBusiness-Process LiteracyWorkshop Facilitation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Quota-Carrying SalesSales EngineeringPaid Advisory SellingTechnical ExplanationBuild-Vs-Buy Recommendations

Soft Skills

Magnetic PresenceClosing SkillsDisciplined Agenda Management

Tools & Technologies

AI ToolsAutomationAgent Flow

Industry Keywords

C-Level EngagementExecutive OffsitesEnablement ProgramsHigh-Stakes DemosClient-Facing Sessions

About the role

Key responsibilities & impact

Present free AI diagnoses to CEOs or COOs as findings and convert credibility into paid Leadership Intensives
Run the close with the account executive, owning the narrative and the ask
Facilitate deep-dive sessions inside client systems and data to identify ranked AI opportunities
Lead hands-on build sessions where executives create clickable first versions using their own data and AI tools
Teach AI concepts, build-versus-buy-versus-hire considerations, and routine-versus-judgment distinctions
Manage deliverables between sessions, including data exports and input from client leaders
Deliver approximately 70% fixed, reusable Intensive content and 30% client-specific content
Co-present 90-day technical roadmaps with senior engineers and close pod engagements
Position client-managed pods, fully managed pods, on-call senior support, and credited Intensive fees correctly
Handle objections regarding in-house hiring, nearshore talent, and implementation risk
Provide weekly structured feedback to diagnosis systems, decks, playbooks, and close scripts
Record sessions with consent, tag important moments, and support facilitator onboarding
Help define hiring standards and train future facilitators
Deliver two to three Intensive sessions, one or two diagnosis presentations, and one roadmap close in a typical week
Run the full client-facing arc and meet conversion, session-quality, deal-durability, and machine-contribution targets

Requirements

What you’ll need

5+ years in quota-carrying consultative B2B sales, sales engineering, or paid advisory selling to founders, CEOs, and C-level operators
Specific executive-level closes with numbers attached and references who were in the room
Experience running paid workshops, executive offsites, enablement programs, or high-stakes demos
Working AI fluency; daily use of AI tools and ability to live-demo a working automation or agent flow
Ability to explain technical approaches in plain English and provide credible build-vs-buy recommendations
Business-process literacy, including ability to map manual hours in processes such as quote-to-cash or month-end close
Magnetic, quick, slightly irreverent presence combined with disciplined agenda and closing skills
Full professional fluency in spoken and written English
Spanish or Portuguese is a plus, not a requirement
Availability to work 9 AM–5 PM EST / U.S. business hours aligned with client time zones
Resume must be submitted in English and PDF format
Must complete the application form and record a video showcasing skills

Benefits

Comp & perks

Full-time role at 40 hours/week
Remote work arrangement
Opportunity to work with international talent and U.S.-based clients
Career progression toward facilitation-team leadership or revenue leadership
Training and mentorship through founder shadowing and co-facilitation during the first 90 days