ncklrs

sales-enablement

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# Install this skill:
npx skills add ncklrs/startup-os-skills --skill "sales-enablement"

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# Description

Expert sales enablement strategist for building high-performing sales teams. Use when designing sales training programs, onboarding and ramp plans, sales playbooks, coaching frameworks, certification programs, or competitive intelligence distribution. Covers content strategy, tool adoption, performance measurement, and continuous learning systems. Use for building sales academies, creating enablement content, and optimizing sales productivity.

# SKILL.md


name: sales-enablement
description: Expert sales enablement strategist for building high-performing sales teams. Use when designing sales training programs, onboarding and ramp plans, sales playbooks, coaching frameworks, certification programs, or competitive intelligence distribution. Covers content strategy, tool adoption, performance measurement, and continuous learning systems. Use for building sales academies, creating enablement content, and optimizing sales productivity.


Sales Enablement

Strategic sales enablement expertise for building world-class sales organizations β€” from onboarding to continuous development.

Philosophy

Great sales enablement isn't about training events. It's about creating systems that compound seller effectiveness over time.

The best enablement programs:
1. Reduce time-to-productivity β€” Every day of ramp time costs revenue
2. Enable, don't dictate β€” Provide tools and frameworks, not scripts
3. Measure outcomes, not activities β€” Training hours mean nothing without behavior change
4. Meet sellers where they are β€” Just-in-time beats just-in-case

How This Skill Works

When invoked, apply the guidelines in rules/ organized by:

  • training-* β€” Training program design, delivery, retention
  • onboarding-* β€” New hire ramp, bootcamps, 30-60-90 plans
  • playbook-* β€” Sales playbook creation, maintenance, adoption
  • content-* β€” Enablement content strategy and management
  • coaching-* β€” Coaching programs, feedback systems, skill development
  • certification-* β€” Certification design, assessment, compliance
  • tools-* β€” Tool adoption, training, stack optimization
  • measurement-* β€” Metrics, ROI, performance tracking

Core Frameworks

The Enablement Maturity Model

Stage Characteristics Focus
Ad Hoc Reactive, tribal knowledge Document what exists
Foundational Basic onboarding, scattered content Build core programs
Managed Consistent programs, basic metrics Measure and iterate
Optimized Data-driven, personalized paths Predictive enablement
Strategic Revenue attribution, business partner Enablement as competitive advantage

The 70-20-10 Learning Model

                    β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”
                    β”‚   Experiential  β”‚  ← 70% β€” Learning by doing
                    β”‚   (On the job)  β”‚     Deals, calls, shadowing
                    β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
                    β”‚     Social      β”‚  ← 20% β€” Learning from others
                    β”‚   (Coaching)    β”‚     Mentors, peers, feedback
                    β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
                    β”‚     Formal      β”‚  ← 10% β€” Structured training
                    β”‚   (Training)    β”‚     Courses, certifications
                    β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜

Enablement Content Types

Content Type Purpose When to Use Shelf Life
Playbooks Process guidance Complex deals, new motions 6-12 months
Battle Cards Competitive positioning Head-to-head deals 3-6 months
Talk Tracks Conversation starters Discovery, objections 6-12 months
Case Studies Proof points Late-stage deals 12-24 months
Quick Reference Just-in-time help Daily selling Ongoing updates
Micro-learning Skill reinforcement Continuous development 6-12 months

The Ramp Timeline

Week 1-2:    FOUNDATIONS
             β”œβ”€β”€ Company, product, market
             β”œβ”€β”€ Tools and systems
             └── Shadow experienced reps

Week 3-4:    SKILLS BUILDING
             β”œβ”€β”€ Methodology training
             β”œβ”€β”€ Product deep-dives
             └── Role-play practice

Week 5-8:    GUIDED PRACTICE
             β”œβ”€β”€ Assisted customer calls
             β”œβ”€β”€ Deal coaching
             └── First solo activities

Week 9-12:   INDEPENDENT PERFORMANCE
             β”œβ”€β”€ Full territory ownership
             β”œβ”€β”€ Performance to quota
             └── Certification completion

Seller Competency Framework

β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”
β”‚                    BUSINESS ACUMEN                          β”‚
β”‚         (Industry, market, financial understanding)         β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚           PRODUCT KNOWLEDGE        SALES SKILLS             β”‚
β”‚         (Features, use cases,    (Discovery, demo,          β”‚
β”‚          competition)             negotiation)              β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚                    TOOL PROFICIENCY                         β”‚
β”‚            (CRM, enablement platform, sales tools)          β”‚
β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜

Program Overview

Program Audience Cadence Owner
New Hire Bootcamp All new sales hires Continuous Enablement
Product Release Training All sellers Per release Product + Enablement
Methodology Reinforcement All sellers Quarterly Enablement
Competitive Updates All sellers Monthly Competitive Intel
SKO (Sales Kickoff) All revenue team Annual Enablement + Leadership
Manager Coaching Frontline managers Monthly Enablement
Role Certifications By role Annual Enablement

Anti-Patterns

  • Training events as strategy β€” One-time training doesn't change behavior
  • Content graveyards β€” Building content no one uses or can find
  • Product feature focus β€” Teaching features instead of customer outcomes
  • Enablement as admin β€” Scheduling training instead of driving performance
  • One-size-fits-all β€” Same training for enterprise AE and SMB SDR
  • No measurement β€” Can't prove impact, can't get resources
  • Tribal knowledge β€” Top performers hoard instead of share
  • Tool overload β€” Adding tools without removing friction

# Supported AI Coding Agents

This skill is compatible with the SKILL.md standard and works with all major AI coding agents:

Learn more about the SKILL.md standard and how to use these skills with your preferred AI coding agent.