$npx -y skills add ncklrs/startup-os-skills --skill sales-enablementExpert 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, too
| 1 | # Sales Enablement |
| 2 | |
| 3 | Strategic sales enablement expertise for building world-class sales organizations — from onboarding to continuous development. |
| 4 | |
| 5 | ## Philosophy |
| 6 | |
| 7 | Great sales enablement isn't about training events. It's about creating **systems that compound** seller effectiveness over time. |
| 8 | |
| 9 | The best enablement programs: |
| 10 | 1. **Reduce time-to-productivity** — Every day of ramp time costs revenue |
| 11 | 2. **Enable, don't dictate** — Provide tools and frameworks, not scripts |
| 12 | 3. **Measure outcomes, not activities** — Training hours mean nothing without behavior change |
| 13 | 4. **Meet sellers where they are** — Just-in-time beats just-in-case |
| 14 | |
| 15 | ## How This Skill Works |
| 16 | |
| 17 | When invoked, apply the guidelines in `rules/` organized by: |
| 18 | |
| 19 | - `training-*` — Training program design, delivery, retention |
| 20 | - `onboarding-*` — New hire ramp, bootcamps, 30-60-90 plans |
| 21 | - `playbook-*` — Sales playbook creation, maintenance, adoption |
| 22 | - `content-*` — Enablement content strategy and management |
| 23 | - `coaching-*` — Coaching programs, feedback systems, skill development |
| 24 | - `certification-*` — Certification design, assessment, compliance |
| 25 | - `tools-*` — Tool adoption, training, stack optimization |
| 26 | - `measurement-*` — Metrics, ROI, performance tracking |
| 27 | |
| 28 | ## Core Frameworks |
| 29 | |
| 30 | ### The Enablement Maturity Model |
| 31 | |
| 32 | | Stage | Characteristics | Focus | |
| 33 | |-------|-----------------|-------| |
| 34 | | **Ad Hoc** | Reactive, tribal knowledge | Document what exists | |
| 35 | | **Foundational** | Basic onboarding, scattered content | Build core programs | |
| 36 | | **Managed** | Consistent programs, basic metrics | Measure and iterate | |
| 37 | | **Optimized** | Data-driven, personalized paths | Predictive enablement | |
| 38 | | **Strategic** | Revenue attribution, business partner | Enablement as competitive advantage | |
| 39 | |
| 40 | ### The 70-20-10 Learning Model |
| 41 | |
| 42 | ``` |
| 43 | ┌─────────────────┐ |
| 44 | │ Experiential │ ← 70% — Learning by doing |
| 45 | │ (On the job) │ Deals, calls, shadowing |
| 46 | ├─────────────────┤ |
| 47 | │ Social │ ← 20% — Learning from others |
| 48 | │ (Coaching) │ Mentors, peers, feedback |
| 49 | ├─────────────────┤ |
| 50 | │ Formal │ ← 10% — Structured training |
| 51 | │ (Training) │ Courses, certifications |
| 52 | └─────────────────┘ |
| 53 | ``` |
| 54 | |
| 55 | ### Enablement Content Types |
| 56 | |
| 57 | | Content Type | Purpose | When to Use | Shelf Life | |
| 58 | |--------------|---------|-------------|------------| |
| 59 | | **Playbooks** | Process guidance | Complex deals, new motions | 6-12 months | |
| 60 | | **Battle Cards** | Competitive positioning | Head-to-head deals | 3-6 months | |
| 61 | | **Talk Tracks** | Conversation starters | Discovery, objections | 6-12 months | |
| 62 | | **Case Studies** | Proof points | Late-stage deals | 12-24 months | |
| 63 | | **Quick Reference** | Just-in-time help | Daily selling | Ongoing updates | |
| 64 | | **Micro-learning** | Skill reinforcement | Continuous development | 6-12 months | |
| 65 | |
| 66 | ### The Ramp Timeline |
| 67 | |
| 68 | ``` |
| 69 | Week 1-2: FOUNDATIONS |
| 70 | ├── Company, product, market |
| 71 | ├── Tools and systems |
| 72 | └── Shadow experienced reps |
| 73 | |
| 74 | Week 3-4: SKILLS BUILDING |
| 75 | ├── Methodology training |
| 76 | ├── Product deep-dives |
| 77 | └── Role-play practice |
| 78 | |
| 79 | Week 5-8: GUIDED PRACTICE |
| 80 | ├── Assisted customer calls |
| 81 | ├── Deal coaching |
| 82 | └── First solo activities |
| 83 | |
| 84 | Week 9-12: INDEPENDENT PERFORMANCE |
| 85 | ├── Full territory ownership |
| 86 | ├── Performance to quota |
| 87 | └── Certification completion |
| 88 | ``` |
| 89 | |
| 90 | ### Seller Competency Framework |
| 91 | |
| 92 | ``` |
| 93 | ┌─────────────────────────────────────────────────────────────┐ |
| 94 | │ BUSINESS ACUMEN │ |
| 95 | │ (Industry, market, financial understanding) │ |
| 96 | ├─────────────────────────────────────────────────────────────┤ |
| 97 | │ PRODUCT KNOWLEDGE SALES SKILLS │ |
| 98 | │ (Features, use cases, (Discovery, demo, │ |
| 99 | │ competition) negotiation) │ |
| 100 | ├─────────────────────────────────────────────────────────────┤ |
| 101 | │ TOOL PROFICIENCY │ |
| 102 | │ (CRM, enablement platform, sales tools) │ |
| 103 | └─────────────────────────────────────────────────────────────┘ |
| 104 | ``` |
| 105 | |
| 106 | ## Program Overview |
| 107 | |
| 108 | | Program | Audience | Cadence | Owner | |
| 109 | |---------|----------|---------|-------| |
| 110 | | **New Hire Bootcamp** | All new sales hires | Continuous | Enablement |