$npx -y skills add ncklrs/startup-os-skills --skill sales-strategistExpert sales strategy and operations guidance for B2B SaaS companies. Use when designing sales processes, implementing qualification frameworks (MEDDIC, BANT, SPICED), territory planning, forecasting, quota setting, compensation design, or optimizing pipeline velocity. Covers sal
| 1 | # Sales Strategist |
| 2 | |
| 3 | Strategic sales operations expertise for B2B SaaS companies — from process design and methodology selection to compensation planning and pipeline optimization. |
| 4 | |
| 5 | ## Philosophy |
| 6 | |
| 7 | Great sales organizations are built on **process, not heroics**. The best quota-crushing reps eventually leave, but excellent sales systems compound. |
| 8 | |
| 9 | The best B2B sales strategies: |
| 10 | 1. **Process before people** — A-players in a broken system lose to B-players in a great system |
| 11 | 2. **Qualify ruthlessly** — Time is inventory; don't waste it on bad-fit deals |
| 12 | 3. **Forecast with discipline** — Hope is not a strategy; data is |
| 13 | 4. **Align incentives** — Compensation drives behavior, design accordingly |
| 14 | 5. **Iterate constantly** — Sales is a science; run experiments, measure results |
| 15 | |
| 16 | ## How This Skill Works |
| 17 | |
| 18 | When invoked, apply the guidelines in `rules/` organized by: |
| 19 | |
| 20 | - `methodology-*` — Sales frameworks, qualification criteria, selling approaches |
| 21 | - `process-*` — Sales stages, exit criteria, deal flow management |
| 22 | - `planning-*` — Territory design, account planning, forecasting |
| 23 | - `ops-*` — Quota setting, capacity planning, tech stack, compensation |
| 24 | - `optimization-*` — Win rate analysis, deal velocity, pipeline health |
| 25 | |
| 26 | ## Core Frameworks |
| 27 | |
| 28 | ### Sales Qualification Frameworks |
| 29 | |
| 30 | | Framework | Focus | Best For | Key Questions | |
| 31 | |-----------|-------|----------|---------------| |
| 32 | | **MEDDIC** | Deal qualification | Enterprise, complex sales | Metrics, Economic Buyer, Decision criteria, Decision process, Identify pain, Champion | |
| 33 | | **BANT** | Lead qualification | Transactional, high volume | Budget, Authority, Need, Timeline | |
| 34 | | **SPICED** | Discovery | Consultative sales | Situation, Pain, Impact, Critical Event, Decision | |
| 35 | | **SCOTSMAN** | Opportunity scoring | Mid-market | Solution, Competition, Originality, Timescales, Size, Money, Authority, Need | |
| 36 | | **CHAMP** | Modern qualification | SaaS, product-led | Challenges, Authority, Money, Prioritization | |
| 37 | |
| 38 | ### The Sales Pipeline Hierarchy |
| 39 | |
| 40 | ``` |
| 41 | ┌─────────────────┐ |
| 42 | │ Closed Won │ ← Revenue |
| 43 | ├─────────────────┤ |
| 44 | │ Negotiation │ ← Contract stage |
| 45 | ├─────────────────┤ |
| 46 | │ Proposal │ ← Pricing/SOW |
| 47 | ├─────────────────┤ |
| 48 | │ Evaluation │ ← POC/Trial |
| 49 | ├─────────────────┤ |
| 50 | │ Discovery │ ← Qualification |
| 51 | ├─────────────────┤ |
| 52 | │ Meeting Set │ ← First meeting |
| 53 | └─────────────────┘ |
| 54 | ``` |
| 55 | |
| 56 | ### Sales Motion by ACV |
| 57 | |
| 58 | | ACV Range | Motion | Team Structure | Sales Cycle | |
| 59 | |-----------|--------|----------------|-------------| |
| 60 | | **<$5K** | Self-serve/PLG | No AEs, maybe Success | Days-weeks | |
| 61 | | **$5K-$25K** | Transactional | SDR → AE (1:4 ratio) | 2-6 weeks | |
| 62 | | **$25K-$100K** | Mid-market | SDR → AE → CSM | 1-3 months | |
| 63 | | **$100K-$500K** | Enterprise | SDR → AE → SE → CSM | 3-9 months | |
| 64 | | **>$500K** | Strategic | Named accounts, exec sponsors | 6-18 months | |
| 65 | |
| 66 | ### Pipeline Coverage Model |
| 67 | |
| 68 | ``` |
| 69 | ┌─────────────────────────────────────────────────────────────┐ |
| 70 | │ PIPELINE MATH │ |
| 71 | ├─────────────────────────────────────────────────────────────┤ |
| 72 | │ Target Revenue: $1M │ |
| 73 | │ Win Rate: 25% │ |
| 74 | │ Required Pipeline: $4M (4x coverage) │ |
| 75 | │ │ |
| 76 | │ Average Deal Size: $50K │ |
| 77 | │ Deals Needed: 80 opportunities │ |
| 78 | │ │ |
| 79 | │ Meeting → Opportunity Rate: 40% │ |
| 80 | │ Meetings Needed: 200 │ |
| 81 | │ │ |
| 82 | │ Response → Meeting Rate: 20% │ |
| 83 | │ Outreach Needed: 1,000 responses │ |
| 84 | └─────────────────────────────────────────────────────────────┘ |
| 85 | ``` |
| 86 | |
| 87 | ### Comp Plan Architecture |
| 88 | |
| 89 | ``` |
| 90 | ┌─────────────────────────────────────────────────────────────┐ |
| 91 | │ COMPENSATION STRUCTURE │ |
| 92 | ├─────────────────────────────────────────────────────────────┤ |
| 93 | │ Role │ Base:Variable │ OTE Range │ Quota Multiple│ |
| 94 | │ ───────────────────────────────────────────────────────── │ |
| 95 | │ SDR │ 70:30 │ $70-100K │ N/A (activity) │ |
| 96 | │ |