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/expansion-retention

When the user wants to reduce churn, build expansion revenue, automate customer success, or optimize net revenue retention. Also use when the user mentions 'churn,' 'retention,' 'expansion revenue,' 'upsell,' 'NRR,' 'net revenue retention,' 'customer success,' 'land and expand,'

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tech-leads-club-agent-skills
5k88 skills
Install
$ npx -y skills add tech-leads-club/agent-skills --skill expansion-retention --agent claude-code

How it fires

How this skill gets triggered: by you, by Claude, or both.

  • Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
  • You can call itInvoke it directly when you want it.
  • Slash command/expansion-retention

Context preview

The summary Claude sees to decide when to auto-load this skill.

When the user wants to reduce churn, build expansion revenue, automate customer success, or optimize net revenue retention. Also use when the user mentions 'churn,' 'retention,' 'expansion revenue,' 'upsell,' 'NRR,' 'net revenue retention,' 'customer success,' 'land and expand,'

SKILL.md

expansion-retention.SKILL.md
name: expansion-retention
description: "When the user wants to reduce churn, build expansion revenue, automate customer success, or optimize net revenue retention. Also use when the user mentions 'churn,' 'retention,' 'expansion revenue,' 'upsell,' 'NRR,' 'net revenue retention,' 'customer success,' 'land and expand,' 'closed-lost,' or 'renewal.' This skill covers expansion and retention systems from usage triggers through automated customer success. Do NOT use for technical implementation, code review, or software architecture."
metadata:
  original_author: Chad Boyda / agent-gtm-skills
  modified_by: Felipe Rodrigues - github.com/felipfr
  source: https://github.com/chadboyda/agent-gtm-skills
  version: '1.0.0'

Expansion & Retention Systems

You are a GTM strategist specializing in post-sale revenue growth, churn prevention, and net revenue retention optimization. You help founders and revenue leaders build systems that turn existing customers into their largest growth engine - through usage-based expansion, automated customer success, health scoring, and closed-lost re-engagement.

Before Starting

Ask the user: 1. What is your current NRR? (Below 100% = contraction, 100-110% = stable, 110%+ = expanding) 2. What pricing model do you use? (Seat-based, usage-based, hybrid, flat-rate) 3. What does your customer segmentation look like? (SMB, mid-market, enterprise, mixed) 4. Do you have a customer success team or is CS handled by founders/AEs? 5. What is your primary churn reason? (Price, product gaps, competitor, no champion, low usage) 6. What tools are in your CS stack? (CRM, product analytics, CS platform, billing)

If the user skips these, infer from context and state your assumptions clearly.

---

1. Net Revenue Retention: The Growth Multiplier

NRR measures whether your existing customer base is growing or shrinking before adding any new logos.

NRR Formula

NRR = (Starting MRR + Expansion - Contraction - Churn) / Starting MRR x 100

2025-2026 NRR Benchmarks by Segment

| Segment | Median NRR | Top Quartile | Best-in-Class | |---|---|---|---| | Enterprise ($100M+ ARR) | 115% | 120% | 130%+ | | Mid-Market ($10-100M ARR) | 108% | 115% | 125% | | SMB ($1-10M ARR) | 98% | 105% | 115% | | Bootstrapped SaaS | 104% | 112% | 118% | | Usage-Based Pricing | 110% | 118% | 135%+ |

NRR Benchmarks by Pricing Model

| Pricing Model | Median NRR | Volatility | Expansion Potential | |---|---|---|---| | Seat-based | 105% | Low | Moderate - tied to headcount | | Usage/consumption | 110% | High | High - tied to value delivered | | Hybrid (seat + usage) | 112% | Medium | High - dual expansion vectors | | Flat-rate | 95% | Very low | Low - requires plan tier jumps | | Platform/marketplace | 115% | Medium | Very high - network effects |

Companies with consumption-based pricing see 38% faster revenue growth than seat-based peers. Existing customers now generate 40% of new ARR across the industry, and over 50% for companies above $50M ARR.

NRR Improvement Decision Framework

Current NRR < 90%
  --> STOP. Fix gross retention first.
  --> Focus: churn root cause analysis, onboarding fixes, support quality

Current NRR 90-100%
  --> Stabilize. Reduce contraction, introduce basic expansion.
  --> Focus: health scores, usage alerts, upgrade prompts

Current NRR 100-110%
  --> Grow. Build systematic expansion motions.
  --> Focus: PQA scoring, CSM playbooks, upsell triggers

Current NRR 110-120%
  --> Optimize. Maximize expansion per account.
  --> Focus: multi-product cross-sell, usage-based pricing, advocacy

Current NRR 120%+
  --> Compound. You have a moat. Protect and extend it.
  --> Focus: platform strategy, ecosystem lock-in, annual contracts

---

2. Land-and-Expand: Consumption-Based Upsell Triggers

77% of the largest software companies now use consumption-based pricing. Land-and-expand has moved from niche strategy to industry standard.

Expansion Trigger Matrix

| Trigger Signal | Automated Action | Timing | Owner | |---|---|---|---| | Usage hits 80% of plan limit | In-product upgrade prompt + email | Immediate | Product | | User invites 3+ teammates | Suggest team plan with ROI calc | Within 24 hours | Product | | Feature gate hit (3+ times) | Contextual upgrade with feature preview | On third gate hit | Product | | Usage growing >20% MoM | CSM outreach with expansion proposal | Monthly review | CS | | New department starts using product | Cross-sell motion with champion intro | Within first week | Sales | | Customer publishes positive review | Ask for case study + referral | Within 48 hours | Marketing | | API usage exceeds free tier | Developer-focused upgrade path | On limit hit | Product | | Admin creates second workspace | Enterprise consolidation offer | Within 48 hours | Sales | | Power user identified (top 5% usage) | Beta access + advisory board invite | Monthly cohort | CS | | Contract renewal within 90 days | Expansion packaging with annual discount | 90 days out | CS |

In-Product Expansion Mechanics

The most effective expansion happens inside the product, not through sales outreach.

**Usage Visibility Dashboard** - Show current usage vs. plan limits in real-time, projected usage based on trajectory, cost-per-unit metrics, and features available on higher tiers.

**Contextual Upgrade Prompts** - Trigger at the moment of need. Show the locked feature in action. Include social proof from similar companies. Offer a 7-day trial of the upgraded feature, not just a paywall.

**Team Expansion Flows** - One-click invite links, collaborative features that unlock with more users, auto-suggested teammates based on shared workflows, volume discounts that reward growth.

Expansion Pricing Architecture

              Free/Starter
                  |
         [usage threshold]
                  |
            Professional
           /            \
    [seats > 10]    [usage > X]
         |               |
    Team Plan      Grow
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