business-health-diagnostic

SKILL.md

Purpose

Diagnose overall SaaS business health by analyzing growth, retention, unit economics, and capital efficiency metrics together. Use this to identify problems early, prioritize actions by urgency, and deliver a comprehensive health scorecard for board meetings, quarterly reviews, or fundraising preparation.

This is not a single-metric check—it's a holistic diagnostic that connects revenue, retention, economics, and efficiency to reveal systemic issues and opportunities.

Key Concepts

The Business Health Framework

A SaaS business is healthy when four dimensions work together:

Growth & Retention — Are you growing and keeping customers?

Revenue growth rate

NRR (Net Revenue Retention)

Churn rate

Quick Ratio

Unit Economics — Is the business model profitable at the customer level?

CAC (Customer Acquisition Cost)

LTV (Lifetime Value)

LTV:CAC ratio

Payback period

Gross margin

Capital Efficiency — Are you using cash efficiently?

Burn rate

Runway

Rule of 40

Magic Number

Strategic Position — Are you positioned for sustainable success?

Market positioning (below, at, above market pricing)

Competitive moat (network effects, data, brand)

Revenue concentration risk

Operating leverage

Stage-Specific Benchmarks

Early Stage (Pre-$10M ARR):

Focus: Product-market fit, unit economics

Growth: >50% YoY

LTV:CAC: >3:1

Gross Margin: >70%

Runway: >12 months

Acceptable: Negative margins, high burn (if unit economics work)

Growth Stage ($10M-$50M ARR):

Focus: Scaling efficiently

Growth: >40% YoY

NRR: >100%

Rule of 40: >40

Magic Number: >0.75

Acceptable: Moderate burn if growth is strong

Scale Stage ($50M+ ARR):

Focus: Profitability, efficiency

Growth: >25% YoY

NRR: >110%

Rule of 40: >40

Profit Margin: >10%

Required: Positive or near-positive cash flow

Red Flag Categories

Critical (Fix immediately):

Runway <6 months

LTV:CAC <1.5:1

Churn accelerating cohort-over-cohort

NRR <90%

Magic Number <0.3

High Priority (Fix within quarter):

Rule of 40 <25

Payback >24 months

Quick Ratio <2

Gross margin <60%

Revenue concentration >50% in top 10 customers

Medium Priority (Address within 6 months):

NRR 90-100% (flat, not growing)

Magic Number 0.3-0.5

Operating leverage negative

Churn rate stable but high (>5% monthly)

Anti-Patterns (What This Is NOT)

Not a single metric: "Revenue is growing 50%, we're great!" (ignoring burn, churn, unit economics)

Not stage-agnostic: Early-stage burn is acceptable; scale-stage burn is a problem

Not static: Health is directional—are metrics improving or degrading?

Not just numbers: Context matters (competitive pressure, market changes, team capacity)

When to Use This Framework

Use this when:

Preparing for board meetings or investor updates

Quarterly business reviews (QBR)

Fundraising preparation (know your numbers)

Annual planning (identify improvement areas)

You suspect problems but can't pinpoint them

New PM/exec joining and needs health assessment

Don't use this when:

You're pre-revenue (focus on product-market fit first)

You're in pure research mode (not enough data)

You need tactical guidance (use specific skills: feature, channel, pricing)

Facilitation Source of Truth

Use workshop-facilitation as the default interaction protocol for this skill.

It defines:

session heads-up + entry mode (Guided, Context dump, Best guess)

one-question turns with plain-language prompts

progress labels (for example, Context Qx/8 and Scoring Qx/5)

interruption handling and pause/resume behavior

numbered recommendations at decision points

quick-select numbered response options for regular questions (include Other (specify) when useful)

This file defines the domain-specific assessment content. If there is a conflict, follow this file's domain logic.

Application

This interactive skill asks up to 4 adaptive questions, then delivers a comprehensive diagnostic with prioritized recommendations.

Step 0: Gather Context

Agent asks:

"Let's diagnose your business health. I'll need metrics across four dimensions: growth, retention, unit economics, and capital efficiency.

Company context:

Stage: (Pre-$10M ARR, $10M-$50M ARR, $50M+ ARR)

Business model: (PLG, sales-led, hybrid)

Target market: (SMB, mid-market, enterprise, mixed)

Why this matters: Benchmarks vary by stage. Early-stage optimizes for growth; scale-stage optimizes for efficiency.

Please provide the following metrics. Use 'unknown' if you don't have a metric."

Step 1: Growth & Retention Metrics

Agent asks:

"Growth & Retention:

Revenue:

Current MRR or ARR: $___

Revenue growth rate: ___% (MoM or YoY)

Retention:

Monthly churn rate: ___%

NRR (Net Revenue Retention): ___%

Quick Ratio: ___ (or I can calculate it)

Expansion:

Expansion revenue as % of total MRR: ___%

Cohort trends:

Are recent cohorts retaining better or worse than older cohorts?

Better (improving)

Same (stable)

Worse (degrading)

Unknown"

Based on answers, agent evaluates:

✅ Healthy growth: Growth >40% YoY (growth stage) or >25% (scale stage)

✅ Healthy retention: NRR >100%, churn <5% monthly, Quick Ratio >2

🚨 Growth problems: Growth <20% YoY

🚨 Retention problems: NRR <100%, churn >5%, cohort degradation

Step 2: Unit Economics Metrics

Agent asks:

"Unit Economics:

Acquisition:

CAC (Customer Acquisition Cost): $___

Blended or by channel? (If by channel, what's your best channel CAC?)

Value:

LTV (Lifetime Value): $___

LTV:CAC ratio: ___ (or I can calculate it)

Payback period: ___ months (or I can calculate it)

Margins:

Gross margin: ___%

Contribution margin (if known): ___%

Trends:

Is CAC increasing, stable, or decreasing over time?

Decreasing (improving efficiency)

Stable

Increasing (diminishing returns)

Unknown"

Based on answers, agent evaluates:

✅ Healthy economics: LTV:CAC >3:1, payback <12 months, gross margin >70%

⚠️ Marginal economics: LTV:CAC 2-3:1, payback 12-18 months

🚨 Poor economics: LTV:CAC <2:1, payback >24 months, gross margin <60%

Step 3: Capital Efficiency Metrics

Agent asks:

"Capital Efficiency:

Cash:

Cash balance: $___

Monthly net burn rate: $___

Runway: ___ months (or I can calculate it)

Efficiency ratios:

Rule of 40: ___ (Growth % + Profit Margin %) (or I can calculate it)

Magic Number: ___ (S&M efficiency) (or I can calculate it)

Operating expenses:

S&M as % of revenue: ___%

R&D as % of revenue: ___%

Is OpEx growing faster than revenue?

No (positive operating leverage)

Yes (negative operating leverage)

Unknown

Profitability:

Profit margin: ___%

Path to profitability: (already profitable, 6-12 months, 12-24 months, >24 months, unknown)"

Based on answers, agent evaluates:

✅ Healthy efficiency: Rule of 40 >40, magic number >0.75, runway >12 months

⚠️ Acceptable efficiency: Rule of 40 25-40, magic number 0.5-0.75, runway 6-12 months

🚨 Poor efficiency: Rule of 40 <25, magic number <0.5, runway <6 months

Step 4: Deliver Comprehensive Diagnostic

Agent synthesizes all metrics and delivers:

Overall Health Score — Healthy / Moderate / Concerning / Critical

Dimension Scores — Growth, Retention, Economics, Efficiency

Red Flags — Critical, High Priority, Medium Priority

Prioritized Recommendations — Top 3-5 actions with expected impact

Stage-Appropriate Benchmarks — How you compare to peers

Diagnostic Pattern 1: Healthy Business

When:

Growth, retention, economics, and efficiency all meet stage-appropriate benchmarks

No critical red flags

Improving trends

Output:

"## ✅ Overall Health: Healthy

Your business shows strong fundamentals across all dimensions.

Health Scorecard

Dimension
Score
Status

Growth & Retention
✅ Healthy
Growth ___% YoY, NRR ___%, Churn ___%

Unit Economics
✅ Healthy
LTV:CAC ___:1, Payback ___ months

Capital Efficiency
✅ Healthy
Rule of 40: ___, Runway ___ months

Overall
✅ Healthy
Strong position for scaling

Key Strengths

[Specific strength 1]

Metric: [e.g., NRR 120%]

Why it matters: [Expanding within base without new logos]

[Specific strength 2]

Metric: [e.g., LTV:CAC 5:1]

Why it matters: [Sustainable unit economics support scaling]

[Specific strength 3]

Metric: [e.g., Rule of 40 = 65]

Why it matters: [Excellent balance of growth and efficiency]

Opportunities for Optimization

Even healthy businesses can improve. Here are your top opportunities:

1. [Opportunity 1]

Current: [e.g., Magic Number 0.9]

Opportunity: [Could scale S&M spend 2x and maintain efficiency]

Impact: [+$___ MRR/month]

2. [Opportunity 2]

Current: [e.g., Expansion revenue 15% of total]

Opportunity: [Build upsell paths, target 25% expansion revenue]

Impact: [NRR 110% → 120%]

3. [Opportunity 3]

Current: [e.g., CAC $500, stable]

Opportunity: [Improve conversion, reduce CAC to $400]

Impact: [Faster payback, better LTV:CAC]

Recommended Actions (Next Quarter)

Priority 1: Scale what's working

[e.g., Double content marketing budget (best channel)]

Expected impact: [+___ customers/month, +$___ MRR]

Priority 2: Expand within base

[e.g., Launch premium tier for 20% of customers]

Expected impact: [NRR 110% → 115%]

Priority 3: Improve efficiency

[e.g., Optimize paid acquisition (reduce CAC 10%)]

Expected impact: [Payback 8mo → 7mo]

Monitor These Metrics

Weekly:

NRR (should stay >___%)

Churn rate (should stay <___%)

Quick Ratio (should stay >___)

Monthly:

Rule of 40 (should stay >___)

Magic Number (should stay >___)

LTV:CAC (should stay >___:1)

Quarterly:

Cohort retention trends

Revenue concentration risk

Operating leverage

Benchmarks (Your Stage: [Growth/Scale])

Metric
Your Performance
Benchmark
Status

Growth Rate
___%
>40% (growth) / >25% (scale)
✅

NRR
___%
>100%
✅

LTV:CAC
___:1
>3:1
✅

Rule of 40
___
>40
✅

Gross Margin
___%
>70%
✅

You're performing at or above benchmarks across the board."

Diagnostic Pattern 2: Moderate Health (Fixable Issues)

When:

Most metrics acceptable, but 1-2 dimensions have problems

Medium-priority red flags

Solvable with focus

Output:

"## ⚠️ Overall Health: Moderate (Fixable Issues)

Your business has good fundamentals but needs attention in [specific dimension].

Health Scorecard

Dimension
Score
Status

Growth & Retention
[✅ / ⚠️ / 🚨]
[Details]

Unit Economics
[✅ / ⚠️ / 🚨]
[Details]

Capital Efficiency
[✅ / ⚠️ / 🚨]
[Details]

Overall
⚠️ Moderate
[Primary issue area] needs attention

Red Flags Identified

High Priority 🚨

[Specific red flag]

Metric: [e.g., NRR 95%]

Threshold: [Should be >100%]

Impact: [Base is contracting, not expanding]

Fix by: [End of quarter]

Medium Priority ⚠️

[Specific issue]

Metric: [e.g., Magic Number 0.6]

Threshold: [Should be >0.75]

Impact: [S&M spend moderately efficient, room for improvement]

Fix by: [6 months]

Root Cause Analysis

Primary Issue: [e.g., Retention & Expansion]

Symptoms:

NRR 95% (should be >100%)

Churn rate 5% monthly (should be <3%)

Expansion revenue only 10% of MRR (should be 20-30%)

Diagnosis:
[e.g., Customers are churning before they expand. Onboarding is weak, no clear upsell paths.]

Impact:

Lost MRR: [Calculate churn impact]

Missed expansion: [Calculate expansion opportunity]

Total impact: [Combined revenue loss]

Prioritized Action Plan

Immediate (Next 30 days):

1. Fix [Primary Issue]

Action: [Specific step, e.g., "Launch onboarding improvement program"]

Owner: [PM, Customer Success]

Target: [Reduce churn 5% → 4%]

Impact: [Save $___K MRR/month]

Short-term (Next Quarter):

2. [Secondary Action]

Action: [e.g., "Build premium tier for upsell"]

Target: [NRR 95% → 105%]

Impact: [+$___K expansion MRR]

3. [Tertiary Action]

Action: [e.g., "Optimize S&M spend, improve magic number"]

Target: [Magic Number 0.6 → 0.8]

Impact: [More efficient growth]

What Success Looks Like (90 Days)

Target metrics:

NRR: 95% → 105% (+10pp)

Churn: 5% → 3.5% (-30%)

Magic Number: 0.6 → 0.8 (+33%)

Impact:

Monthly revenue saved from churn: +$___K

Expansion revenue: +$___K

More efficient S&M: [details]

If you hit these targets, you'll be in 'Healthy' territory.

Monitor Weekly

Must-track metrics:

Churn rate (track to ensure it's decreasing)

NRR (track to ensure it's improving)

Customer feedback (are improvements working?)

Leading indicators:

Onboarding completion rate

Time-to-value

Usage metrics (activation, engagement)

What Not to Do

Don't:

Scale acquisition until retention is fixed (you'll just churn faster)

Ignore expansion (it's easier than new acquisition)

Wait too long (retention problems compound)"

Diagnostic Pattern 3: Concerning Health (Urgent Action Required)

When:

Multiple critical red flags

2+ dimensions problematic

Requires immediate intervention

Output:

"## 🚨 Overall Health: Concerning (Urgent Action Required)

Your business has multiple critical issues that need immediate attention.

Health Scorecard

Dimension
Score
Status

Growth & Retention
🚨 Concerning
[Details]

Unit Economics
🚨 Concerning
[Details]

Capital Efficiency
🚨 Critical
[Details]

Overall
🚨 Concerning
Multiple urgent issues

Critical Red Flags 🚨

1. [Critical Issue 1 - e.g., Runway]

Current: [6 months runway]

Threshold: [<6 months = crisis]

Impact: [Survival risk]

Action: [Raise capital OR cut burn immediately]

Timeline: [30 days]

2. [Critical Issue 2 - e.g., Unit Economics]

Current: [LTV:CAC 1.2:1]

Threshold: [<1.5:1 = unsustainable]

Impact: [Losing money on every customer]

Action: [Reduce CAC OR increase LTV]

Timeline: [60 days]

3. [Critical Issue 3 - e.g., Cohort Degradation]

Current: [Newer cohorts churning 2x faster than old]

Threshold: [Degrading PMF]

Impact: [Scaling makes problem worse]

Action: [Stop scaling, fix retention]

Timeline: [90 days]

Survival Plan (Next 90 Days)

Week 1-2: Triage

Immediate actions:

Extend runway (if <6 months)

Option A: Raise bridge round ($___K)

Option B: Cut burn by ___%

Option C: Combination

Decision by: [Date]

Stop scaling broken channels

Pause S&M spend on channels with LTV:CAC <2:1

Reallocate budget to [best-performing channel]

Assemble crisis team

Daily standups on key metrics

Weekly progress reviews

Month 1: Stop the Bleeding

Priority 1: Fix Unit Economics

Current: LTV:CAC ___:1 (unsustainable)

Actions:

Reduce CAC: [Specific tactics]

Increase LTV: [Improve retention, add expansion]

Target: LTV:CAC >2:1 within 30 days

Priority 2: Improve Retention

Current: Churn ___% (too high)

Actions:

Interview churned customers (identify top 3 reasons)

Fix onboarding (reduce early churn)

Proactive outreach to at-risk accounts

Target: Reduce churn by 20% within 30 days

Month 2-3: Stabilize

Milestone 1: Positive Unit Economics

LTV:CAC >2:1 ✅

Payback <18 months ✅

Gross margin >60% ✅

Milestone 2: Slowing Churn

Churn decreasing month-over-month

Cohort degradation stopped

NRR improving toward 100%

Milestone 3: Runway Extended

12+ months runway (via fundraise or burn reduction)

Clear path to next milestone

What Success Looks Like (Day 90)

Metrics:

Runway: ___ months → 12+ months ✅

LTV:CAC: ___:1 → >2:1 ✅

Churn: ___% → reduced by 30% ✅

NRR: ___% → improving toward 100%

Position:

Out of crisis mode

Stable foundation to rebuild growth

Clear plan for next 6-12 months

What to Avoid

Don't:

Try to grow your way out of this (fix unit economics first)

Ignore the data (hope is not a strategy)

Scale before you fix retention (accelerates failure)

Wait until runway <3 months to fundraise (too late)

Do:

Focus ruthlessly on retention and unit economics

Cut costs to extend runway

Be honest with board/investors about problems

Move fast (you don't have time to waste)"

Diagnostic Pattern 4: Critical Health (Existential Crisis)

When:

Runway <3 months OR

Multiple critical failures (LTV:CAC <1:1, massive churn, no path to profitability)

Output:

"## 🚨🚨 Overall Health: Critical (Existential Crisis)

Your business is in survival mode. Immediate drastic action required.

[Similar structure to Pattern 3, but more urgent tone, shorter timelines, more drastic measures]

Immediate Actions (This Week):

Emergency board meeting

Fundraise immediately OR cut burn 50%+

Stop all non-essential spend

Fix top 1-2 critical issues (runway, unit economics)"

Examples

See examples/ folder. Mini examples below:

Example 1: Healthy Growth-Stage SaaS

Metrics:

ARR: $20M, Growth: 60% YoY

NRR: 115%, Churn: 2.5%

LTV:CAC: 4:1, Payback: 10 months

Rule of 40: 50, Runway: 18 months

Diagnosis: Healthy. Scale aggressively.

Example 2: Moderate Health (Retention Issue)

Metrics:

ARR: $15M, Growth: 40% YoY

NRR: 95%, Churn: 5%

LTV:CAC: 3.5:1, Payback: 12 months

Rule of 40: 38, Runway: 12 months

Diagnosis: Moderate. Fix retention before scaling further.

Example 3: Concerning (Multiple Issues)

Metrics:

ARR: $8M, Growth: 25% YoY (slowing)

NRR: 88%, Churn: 7% (increasing)

LTV:CAC: 1.8:1, Payback: 20 months

Rule of 40: 15, Runway: 8 months

Diagnosis: Concerning. Urgent action on retention and unit economics required.

Common Pitfalls

Pitfall 1: Celebrating Single Metrics

Symptom: "Revenue growing 50%!" (ignoring burn, churn, unit economics)

Consequence: Unsustainable growth. Scaling broken model.

Fix: Look at all four dimensions together.

Pitfall 2: Ignoring Stage-Specific Benchmarks

Symptom: "We're not profitable yet, is that bad?" (early-stage company)

Consequence: Misplaced worry. Early-stage should optimize for growth and unit economics, not profitability.

Fix: Use stage-appropriate benchmarks.

Pitfall 3: Focusing on Lagging Indicators Only

Symptom: "Churn is 5%, let's watch it"

Consequence: By the time lagging indicators (churn, NRR) show problems, it's late.

Fix: Track leading indicators (usage, engagement, onboarding completion).

Pitfall 4: Not Acting on Red Flags

Symptom: "NRR <100% for 3 quarters, but we'll fix it eventually"

Consequence: Problems compound. Becomes crisis.

Fix: Set clear timelines. If metric doesn't improve in X time, escalate.

Pitfall 5: Trying to Fix Everything at Once

Symptom: "Let's improve growth, retention, CAC, and efficiency simultaneously"

Consequence: Resources spread thin. Nothing improves.

Fix: Prioritize top 1-3 issues. Fix sequentially.

References

Related Skills

saas-revenue-growth-metrics — Detailed growth and retention metrics

saas-economics-efficiency-metrics — Detailed unit economics and capital efficiency

finance-metrics-quickref — Fast lookup for all metrics and benchmarks

feature-investment-advisor — Uses health diagnostic to inform feature priorities

acquisition-channel-advisor — Uses health diagnostic to inform channel priorities

finance-based-pricing-advisor — Uses health diagnostic to inform pricing decisions

External Frameworks

Bessemer Venture Partners: "SaaS Metrics 2.0" — Comprehensive benchmarks

David Skok: "SaaS Metrics" — Unit economics benchmarks

OpenView Partners: SaaS benchmarking reports

Battery Ventures: "State of SaaS" annual report

Provenance

Adapted from research/finance/Finance_QuickRef.md (Red flags table)

Decision frameworks from research/finance/Finance_For_PMs.Putting_It_Together_Synthesis.md

Benchmarks from research/finance/Finance for Product Managers.md