Sales Enablement Lead: Rapid Ramp, Playbooks & AI

Island

Dallas (TX)

On-site

USD 90,000 - 130,000

Full time

14 days+

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Benefits offered by this job

Medical, dental, vision
401(k) with company contributions
Paid Time Off & Holidays
In-office wellness and daily lunches

Job summary

Island is seeking a Sales Execution Programs Specialist to join our Revenue Enablement team at the Coppell, TX campus. You will partner with Sales, GTM leadership, Product, Marketing, and PMM to ramp sellers quickly, deliver engaging training, and drive revenue targets through scalable enablement programs.

You will design onboarding, develop playbooks, and champion value selling and MEDDPICC, while exploring AI-driven tools to boost productivity across global sales teams.

Qualifications

  • 3–5 years in SaaS Sales or Sales Enablement with sales or sales support experience preferred
  • Value selling & MEDDPICC experience
  • Modern tech fluency: LMS/CMS, sales productivity tools, and curiosity about generative AI to boost productivity
  • Seller’s mindset: understands reps, builds usable tools, not shelfware
  • Organized and reliable: can run multiple cohorts/sessions/projects
  • Engaging facilitator: comfortable leading sessions and giving feedback
  • Clear communicator: translates complex ideas into business value
  • Analytical problem-solver: innovative and proactive
  • Adaptable: comfortable with ambiguity and change
  • Collaborative partner: builds relationships across Product, Marketing, and Sales

Responsibilities

  • Developing, implementing, and managing scalable enablement programs for GTM teams (onboarding, ongoing development, playbooks)
  • Leading onboarding for new GTM hires for fast ramp and clear results
  • Designing and delivering training programs using in-person, virtual, and on-demand formats
  • Collaborating with GTM leaders, Product, Marketing, and PMM to create high-quality materials and assets
  • Championing MEDDPICC-based methodology in day-to-day selling
  • Identifying AI opportunities to boost seller productivity and building tools
  • Promoting AI tools and workflows to reduce manual work
  • Driving initiatives for continuous learning, certifications, and knowledge sharing
  • Designing and coordinating Revenue Kick-Off and monthly bootcamps

Skills

SaaS Sales
Sales Enablement
MEDDPICC
Value Selling
Project Coordination
Facilitation
Clear Communication
Analytical Thinking
Adaptability
Collaborative Partner

Tools

LMS/CMS platforms
Generative AI Tools

Job description

Island is seeking a Sales Execution Programs Specialist to join our Revenue Enablement team at the Coppell, TX campus. You will partner with Sales, GTM leadership, Product, Marketing, and PMM to ramp sellers quickly, deliver engaging training, and drive revenue targets through scalable enablement programs.

You will design onboarding, develop playbooks, and champion value selling and MEDDPICC, while exploring AI-driven tools to boost productivity across global sales teams.

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