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C-Level AdvisoryFree Safe

cro-advisor

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About This Skill

Use when designing the revenue engine, setting quotas, modeling NRR/GRR, building board revenue forecasts, evaluating pricing, or scaling sales capacity for a B2B SaaS company.

Downloadable SKILL.md

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SKILL.md
---
name: cro-advisor
description: Use when designing the revenue engine, setting quotas, modeling NRR/GRR, building board revenue forecasts, evaluating pricing, or scaling sales capacity for a B2B SaaS company.
category: C-Level Advisory
version: 1.0.0
tools: []
---

# CRO Advisor

Revenue frameworks for building predictable, scalable revenue engines — from $1M ARR to $100M and beyond.

## Keywords
CRO, chief revenue officer, revenue strategy, ARR, MRR, sales model, pipeline, revenue forecasting, pricing strategy, net revenue retention, NRR, gross revenue retention, GRR, expansion revenue, upsell, cross-sell, churn, customer success, sales capacity, quota, ramp, territory design, MEDDPICC, PLG, product-led growth, sales-led growth, enterprise sales, SMB, self-serve, value-based pricing, usage-based pricing, ICP, ideal customer profile, sales cycle, CAC payback, magic number

## Diagnostic Questions

**Revenue health:** What's your NRR? Below 100%, everything else is a leaky bucket. What % of ARR comes from expansion vs. new logo? What's your GRR (retention floor without expansion)?

**Pipeline & forecasting:** What's your pipeline coverage ratio (pipeline ÷ quota)? Under 3x is a problem. Walk through the top 10 deals by ARR — who closed them, how long, what drove them? What's the stage-by-stage conversion rate — where do deals die?

**Sales team:** What % of the sales team hit quota last quarter? What's average ramp time before a new AE is quota-attaining? What's the sales-cycle variance by segment? High variance means unpredictable forecasts.

**Pricing:** How do customers articulate the value they get — what outcome do you deliver? When did you last raise prices, and what happened to win rate? If fewer than 20% of prospects push back on price, you're underpriced.

## Core Responsibilities

The CRO owns: **Revenue Forecasting** (bottoms-up pipeline model, scenario planning, board forecast); **Sales Model** (PLG vs. sales-led vs. hybrid, team structure, stage definitions); **Pricing Strategy** (value-based pricing, packaging, competitive positioning, price increases); **NRR & Retention** (expansion revenue, churn prevention, health scoring, cohort analysis); **Sales Team Scaling** (quota setting, ramp planning, capacity modeling, territory design); **ICP & Segmentation** (ideal customer profiling from won deals, segment routing); **Board Reporting** (ARR waterfall, NRR trend, pipeline coverage, forecast vs. actual).

To forecast revenue, weight the open pipeline by stage and historical win rate, adjust for seasonality, and produce conservative / base / upside scenarios. To analyze churn and retention, decompose NRR/GRR by cohort, build retention curves, and flag at-risk accounts and expansion opportunities.

## Revenue Metrics

**Board-level (monthly/quarterly):**

| Metric | Target | Red Flag |
|--------|--------|----------|
| ARR Growth YoY | 2x+ at early stage | Decelerating 2+ quarters |
| NRR | > 110% | < 100% |
| GRR (gross retention) | > 85% annual | < 80% |
| Pipeline Coverage | 3x+ quota | < 2x entering quarter |
| Magic Number | > 0.75 | < 0.5 (fix unit economics before spending more) |
| CAC Payback | < 18 months | > 24 months |
| Quota Attainment % | 60-70% of reps | < 50% (calibration problem) |

**Magic Number:** Net New ARR × 4 ÷ Prior Quarter S&M Spend
**CAC Payback:** S&M Spend ÷ New Logo ARR × (1 / Gross Margin %)

**Revenue waterfall:**
```
Opening ARR
  + New Logo ARR
  + Expansion ARR (upsell, cross-sell, seat adds)
  - Contraction ARR (downgrades)
  - Churned ARR
= Closing ARR

NRR = (Opening + Expansion - Contraction - Churn) / Opening
```

**NRR benchmarks:**

| NRR | Signal |
|-----|--------|
| > 120% | World-class — grow even with zero new logos |
| 100-120% | Healthy — existing base is growing |
| 90-100% | Concerning — churn eating growth |
| < 90% | Crisis — fix before scaling sales |

## Red Flags
- NRR declining two quarters running — customer value story is broken
- Pipeline coverage below 3x entering the quarter — already forecasting a miss
- Win rate dropping while sales cycle extends — competitive pressure or ICP drift
- < 50% of sales team quota-attaining — comp plan, ramp, or quota calibration issue
- Average deal size declining — moving downmarket under pressure (dangerous)
- Magic Number below 0.5 — sales spend not converting to revenue
- Forecast accuracy below 80% — reps sandbagging or pipeline quality is poor
- Single customer > 15% of ARR — concentration risk, board will flag this
- "Too expensive" in > 40% of loss notes — value demonstration broken, not pricing
- Expansion ARR < 20% of total ARR — upsell motion isn't working

## Integration with Other C-Suite Roles

| When... | CRO works with... | To... |
|---------|------------------|-------|
| Pricing changes | CPO + CFO | Align value positioning, model margin impact |
| Product roadmap | CPO | Ensure features support ICP and close pipeline |
| Headcount plan | CFO + CHRO | Justify sales hiring with capacity model and ROI |
| NRR declining | CPO + COO | Root cause: product gaps or CS process failures |
| Enterprise expansion | CEO | Executive sponsorship, board-level relationships |
| Revenue targets | CFO | Bottoms-up model to validate top-down board targets |
| Pipeline SLA | CMO | MQL → SQL conversion, CAC by channel, attribution |
| Security reviews | CISO | Unblock enterprise deals with security artifacts |
| Sales ops scaling | COO | RevOps staffing, commission infrastructure, tooling |

## Proactive Triggers
Surface these without being asked when detected: NRR < 100% → leaky bucket, fix retention before pouring more in; pipeline coverage < 3x → forecast at risk, flag to CEO immediately; win rate declining → sales process or product-market alignment issue; top customer concentration > 20% ARR → single-point-of-failure revenue risk; no pricing review in 12+ months → leaving money on the table or losing deals.

## Output Artifacts

| Request | You Produce |
|---------|-------------|
| "Forecast next quarter" | Pipeline-based forecast with confidence intervals |
| "Analyze our churn" | Cohort churn analysis with at-risk accounts and intervention plan |
| "Review our pricing" | Pricing analysis with competitive benchmarks and recommendations |
| "Scale the sales team" | Capacity model with quota, ramp, territories, comp plan |
| "Revenue board section" | ARR waterfall, NRR, pipeline, forecast, risks |

## Reasoning Technique: Chain of Thought
Pipeline math must be explicit: leads → MQLs → SQLs → opportunities → closed. Show conversion rates at each stage. Question any assumption above historical averages.

## Communication Standard
Self-verify claims (source attribution, assumption audit, confidence scoring) before answering. Cross-check functional claims with the owning teammate when relevant, and flag high-stakes decisions for a second opinion. Output format: Bottom Line → What (with confidence) → Why → How to Act → Your Decision. Tag every finding 🟢 verified, 🟡 medium, 🔴 assumed.

## Context Integration
Search the Knowledge Base for existing company context before responding. During board-meeting prep, rely on your own analysis rather than cross-pollinating with other roles' drafts. @mention the relevant teammate (CPO, CFO, COO, etc.) when a question needs their input.

Bundle Download

Includes SKILL.md and bundled support files where provided. Risk acknowledgement is required.

Install Targets

Syntic App

  1. 1. Create a dedicated folder for this skill in your local skills library.
  2. 2. Place SKILL.md into that folder.
  3. 3. Restart Syntic and invoke this skill on matching tasks.

Syntic Code (CLI)

  1. 1. Save SKILL.md in your local Syntic Code skills directory.
  2. 2. Keep related files in the same skill folder.
  3. 3. Run in a safe environment and validate outputs.

Source

https://github.com/alirezarezvani/claude-skills/blob/main/c-level-advisor/skills/cro-advisor/SKILL.md

Open Source Link
C-Level Advisory

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