/saas-valuation-compression
Analyze SaaS company valuation compression between funding rounds. Use this skill whenever the user asks about: how much a SaaS company's valuation multiple changed between rounds, why the ARR multiple compressed or expanded, comparing a company's compression to macro
$ npx -y skills add himself65/finance-skills --skill saas-valuation-compression --agent claude-codeHow it fires
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/saas-valuation-compression
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Analyze SaaS company valuation compression between funding rounds. Use this skill whenever the user asks about: how much a SaaS company's valuation multiple changed between rounds, why the ARR multiple compressed or expanded, comparing a company's compression to macro
SKILL.md
saas-valuation-compression.SKILL.mdname: saas-valuation-compression
description: >
Analyze SaaS company valuation compression between funding rounds. Use this skill
whenever the user asks about: how much a SaaS company's valuation multiple changed
between rounds, why the ARR multiple compressed or expanded, comparing a company's
compression to macro benchmarks, or explaining what drove valuation changes for
any VC-backed software company. Trigger on phrases like "valuation compression",
"ARR multiple", "round-to-round valuation", "multiple change", or when
the user asks to compare a company's funding rounds. Always use this skill for
any multi-round SaaS valuation analysis — do not try to answer from memory alone.
SaaS Valuation Compression Analyzer
What This Skill Does
For a given SaaS company, research its funding history and compute ARR-based valuation multiples at each round. Then explain the compression (or expansion) using a structured framework that covers macro rates, growth trajectory, narrative shifts, and comparables.
Always render the output as an inline visualization (using the Visualizer tool) plus a concise prose explanation. Do not just return a wall of numbers.
---
Step-by-Step Workflow
1. Gather Data via Web Search
Search for each of the following. Run searches in parallel where possible.
**For the target company:**
- `[company] funding rounds valuation ARR revenue`
- `[company] Series [X] raised valuation` for each round
- `[company] annual recurring revenue ARR [year]` for each round date
- `[company] investors lead investor [round]`
**For macro context:**
- `SaaS ARR valuation multiples [year] private market`
- Use the known benchmark table below as fallback if search is thin.
**For narrative context:**
- `[company] AI customers product announcement [year]` — AI narrative premium?
- `[company] growth rate churn NRR [year]` — fundamentals shift?
2. Build the Data Model
For each funding round, extract or estimate:
| Field | How to get it | |---|---| | Round name | Direct from search | | Date | Direct from search | | Amount raised | Direct from search | | Post-money valuation | Direct or compute from ownership %; if unavailable, note as estimated | | ARR at round date | Search explicitly; if not found, estimate from customer count x ARPC or interpolate | | ARR multiple | `valuation / ARR` | | Lead investor | Direct |
**ARR estimation heuristics (when not public):**
- Seed/Series A: ARR often $500K–$3M
- Series B: typically $5M–$20M
- Series C: typically $20M–$60M
- Cross-check against customer count x average deal size if available
3. Compute Compression Metrics
For each consecutive round pair (e.g., B → C):
multiple_compression_pct = (later_multiple - earlier_multiple) / earlier_multiple × 100
valuation_growth_pct = (later_val - earlier_val) / earlier_val × 100
arr_growth_pct = (later_arr - earlier_arr) / earlier_arr × 100
Key insight: `valuation_growth = arr_growth + multiple_change` If ARR grows faster than the multiple compresses, absolute valuation still rises.
4. Attribute Compression to Causes
Use this checklist. For each cause, rate it: Primary / Contributing / Not applicable.
**Macro / Rate Environment**
- Was the earlier round during 2020–2021 ZIRP bubble? (adds ~2–5x artificial premium)
- Was the later round during 2022–2023 rate hikes? (removes bubble premium)
- Was the later round during or after the April 2026 Software Meltdown? (public SaaS down 40–86% from 52w highs; tariff/trade-war driven selloff crushed multiples sector-wide — even high-growth names like Figma -87%, monday.com -80%, HubSpot -70%, ServiceNow -58%)
- Reference: SaaS private market median multiples by period:
| Period | Approx Median ARR Multiple (private) | Context | |---|---|---| | 2019 | ~8–12x | Pre-pandemic baseline | | 2020 | ~12–18x | ZIRP begins, multiple expansion | | 2021 Q1–Q3 peak | ~35–45x | Peak bubble | | 2022 H2 | ~15–20x | Rate hikes begin, first compression wave | | 2023 trough | ~8–12x | Rate plateau, valuation reset | | 2024 | ~12–18x | AI narrative recovery, selective re-rating | | 2025 H1 | ~16–22x | Continued AI-driven recovery | | 2025 H2–2026 Q1 | ~10–16x | Tariff shock / trade-war selloff begins | | **2026 Q2 (Apr meltdown)** | **~6–10x** | **Software Meltdown — broad sector crash, public SaaS down 40–86% from 52w highs** |
*(These are rough private market estimates. Public SaaS multiples are ~30–50% lower. The April 2026 figures reflect the acute selloff; private marks typically lag public by 1–2 quarters.)*
**Growth Deceleration**
- Did YoY ARR growth rate slow materially between rounds? (most common cause)
- Did NRR/net retention drop?
**Narrative Shift**
- Did the company lose a major product story (e.g., lost PLG thesis, missed category leadership)?
- Did competitors emerge or incumbents catch up?
**AI Premium (positive or negative)**
- Does the company serve AI-native companies (OpenAI, Anthropic, etc.) as customers? → premium
- Did the company pivot to AI narrative credibly? → premium
- Did the company fail to articulate AI story? → discount vs peers
- Note: In the Apr 2026 meltdown, even strong AI narratives did not protect multiples — Snowflake (-53%), Datadog (-46%), MongoDB (-48%) all cratered despite AI tailwinds. AI premium may be necessary but not sufficient in a macro-driven selloff.
**Competitive / Market**
- Market saturation signal (e.g., Okta pressure on WorkOS, Auth0 competition)
- Customer concentration risk revealed
**Investor Supply / Demand**
- Was the later round smaller and more selective? → price discipline
- New tier of lead investor (e.g., Tier 1 growth fund vs seed fund)? → may signal higher or lower conviction
5. Build the Visualization
Use the Visualizer tool to render:
1. **Metric cards row** — valuation at each round, ARR at each round, multiple at each round, compression % 2. **Line chart** — ARR multiple over time for the company vs macro SaaS median 3. **Bar chart** — v
Read more
name: saas-valuation-compression description: > Analyze SaaS company valuation compression between funding rounds. Use this skill whenever the user asks about: how much a SaaS company's valuation multiple changed between rounds, why the ARR multiple compressed or expanded, comparing a company's compression to macro benchmarks, or explaining what drove valuation changes for any VC-backed software company. Trigger on phrases like "valuation compression", "ARR multiple", "round-to-round valuation", "multiple change", or when the user asks to compare a company's funding rounds. Always use this skill for any multi-round SaaS valuation analysis — do not try to answer from memory alone.
SaaS Valuation Compression Analyzer
What This Skill Does
For a given SaaS company, research its funding history and compute ARR-based valuation multiples at each round. Then explain the compression (or expansion) using a structured framework that covers macro rates, growth trajectory, narrative shifts, and comparables.
Always render the output as an inline visualization (using the Visualizer tool) plus a concise prose explanation. Do not just return a wall of numbers.
---
Step-by-Step Workflow
1. Gather Data via Web Search
Search for each of the following. Run searches in parallel where possible.
**For the target company:**
- `[company] funding rounds valuation ARR revenue`
- `[company] Series [X] raised valuation` for each round
- `[company] annual recurring revenue ARR [year]` for each round date
- `[company] investors lead investor [round]`
**For macro context:**
- `SaaS ARR valuation multiples [year] private market`
- Use the known benchmark table below as fallback if search is thin.
**For narrative context:**
- `[company] AI customers product announcement [year]` — AI narrative premium?
- `[company] growth rate churn NRR [year]` — fundamentals shift?
2. Build the Data Model
For each funding round, extract or estimate:
| Field | How to get it | |---|---| | Round name | Direct from search | | Date | Direct from search | | Amount raised | Direct from search | | Post-money valuation | Direct or compute from ownership %; if unavailable, note as estimated | | ARR at round date | Search explicitly; if not found, estimate from customer count x ARPC or interpolate | | ARR multiple | `valuation / ARR` | | Lead investor | Direct |
**ARR estimation heuristics (when not public):**
- Seed/Series A: ARR often $500K–$3M
- Series B: typically $5M–$20M
- Series C: typically $20M–$60M
- Cross-check against customer count x average deal size if available
3. Compute Compression Metrics
For each consecutive round pair (e.g., B → C):
multiple_compression_pct = (later_multiple - earlier_multiple) / earlier_multiple × 100 valuation_growth_pct = (later_val - earlier_val) / earlier_val × 100 arr_growth_pct = (later_arr - earlier_arr) / earlier_arr × 100
Key insight: `valuation_growth = arr_growth + multiple_change` If ARR grows faster than the multiple compresses, absolute valuation still rises.
4. Attribute Compression to Causes
Use this checklist. For each cause, rate it: Primary / Contributing / Not applicable.
**Macro / Rate Environment**
- Was the earlier round during 2020–2021 ZIRP bubble? (adds ~2–5x artificial premium)
- Was the later round during 2022–2023 rate hikes? (removes bubble premium)
- Was the later round during or after the April 2026 Software Meltdown? (public SaaS down 40–86% from 52w highs; tariff/trade-war driven selloff crushed multiples sector-wide — even high-growth names like Figma -87%, monday.com -80%, HubSpot -70%, ServiceNow -58%)
- Reference: SaaS private market median multiples by period:
| Period | Approx Median ARR Multiple (private) | Context | |---|---|---| | 2019 | ~8–12x | Pre-pandemic baseline | | 2020 | ~12–18x | ZIRP begins, multiple expansion | | 2021 Q1–Q3 peak | ~35–45x | Peak bubble | | 2022 H2 | ~15–20x | Rate hikes begin, first compression wave | | 2023 trough | ~8–12x | Rate plateau, valuation reset | | 2024 | ~12–18x | AI narrative recovery, selective re-rating | | 2025 H1 | ~16–22x | Continued AI-driven recovery | | 2025 H2–2026 Q1 | ~10–16x | Tariff shock / trade-war selloff begins | | **2026 Q2 (Apr meltdown)** | **~6–10x** | **Software Meltdown — broad sector crash, public SaaS down 40–86% from 52w highs** |
*(These are rough private market estimates. Public SaaS multiples are ~30–50% lower. The April 2026 figures reflect the acute selloff; private marks typically lag public by 1–2 quarters.)*
**Growth Deceleration**
- Did YoY ARR growth rate slow materially between rounds? (most common cause)
- Did NRR/net retention drop?
**Narrative Shift**
- Did the company lose a major product story (e.g., lost PLG thesis, missed category leadership)?
- Did competitors emerge or incumbents catch up?
**AI Premium (positive or negative)**
- Does the company serve AI-native companies (OpenAI, Anthropic, etc.) as customers? → premium
- Did the company pivot to AI narrative credibly? → premium
- Did the company fail to articulate AI story? → discount vs peers
- Note: In the Apr 2026 meltdown, even strong AI narratives did not protect multiples — Snowflake (-53%), Datadog (-46%), MongoDB (-48%) all cratered despite AI tailwinds. AI premium may be necessary but not sufficient in a macro-driven selloff.
**Competitive / Market**
- Market saturation signal (e.g., Okta pressure on WorkOS, Auth0 competition)
- Customer concentration risk revealed
**Investor Supply / Demand**
- Was the later round smaller and more selective? → price discipline
- New tier of lead investor (e.g., Tier 1 growth fund vs seed fund)? → may signal higher or lower conviction
5. Build the Visualization
Use the Visualizer tool to render:
1. **Metric cards row** — valuation at each round, ARR at each round, multiple at each round, compression % 2. **Line chart** — ARR multiple over time for the company vs macro SaaS median 3. **Bar chart** — v
This project is for educational and informational purposes only. Nothing here constitutes financial advice. Always do your own research and consult a qualified financial advisor before making investment decisions.
Repo: himself65/finance-skills
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