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jbalbu01jbalbu01/sales-enablement-plugin/skills/expansion-playbook/SKILL.md

expansion-playbook

Skill15 starsChanged 9 months agoMITView on GitHub

Create upsell, cross-sell, and renewal playbooks for existing customers — identify expansion signals, build business cases, and run expansion conversations. Use this skill whenever a CS or sales team wants to grow existing accounts, identify upsell opportunities, prepare for renewal conversations, build expansion strategies, or says "how do I upsell [customer]", "renewal strategy", "cross-sell opportunity", "expand this account", or "net revenue retention". Also trigger when someone mentions land-and-expand, account expansion, customer growth, or NRR.

1 other project uses a version of this.

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We split this skill into the rules it gives an agent

27 rules. About 0 are common, 12 are distinctive, and 15 are very specific to this project.

  • ≈0

    Common · estimate

    Many files like this have a rule of this kind.

  • ≈12

    Distinctive · estimate

    This author's own choices. Worth a look.

  • 15

    Very specific

    Tied to their project's names, files or tools. Probably skip.

  • Common
  • Distinctive
  • Very specific
  1. Distinctive:

    CRITICAL: Before asking about the customer, pull everything from connected tools.

    line 59
  2. Very specific:

    Check if you have access to CRM tools (look for tools containing search_crm_objects, get_crm_objects, or similar).

    line 63
  3. Distinctive:

    If CRM tools ARE available:

    line 65
  4. Very specific:

    Find the customer's deals: Search deals for the company name — pull all deals (won, open, lost).

    line 67
  5. Distinctive:

    Check renewal date: Look for contract end date or renewal fields.

    line 77
  6. Distinctive:

    If renewal within 6 months → trigger renewal strategy section

    line 78
  7. Distinctive:

    Pull deal notes and activity: Check for support tickets, NPS scores, or health metrics if tracked.

    line 79
  8. Very specific:

    Get current company data: Use zoominfo_search_company with the customer company name/domain.

    line 84
  9. Very specific:

    Get org chart: Use zoominfo_get_org_chart for the customer.

    line 88
  10. Very specific:

    Get tech stack: Use zoominfo_get_tech_stack for the customer.

    line 91
  11. Very specific:

    Enrich the company: Use clay_enrich_company with customer domain.

    line 96
  12. Very specific:

    Trigger enrichment: Use clay_trigger_enrichment for expansion-specific signals.

    line 98
  13. Very specific:

    Check champion status: Use linkedin_get_profile for your champion contact.

    line 101
  14. Very specific:

    Search company updates: Use linkedin_search_companies for customer company.

    line 104
  15. Very specific:

    Check if you have access to Gong tools (look for tools prefixed with gong_).

    line 110
  16. Distinctive:

    If Gong tools ARE available:

    line 112
  17. Very specific:

    Find recent calls with this customer: Use gong_search_calls with the company name.

    line 113
  18. Very specific:

    Pull transcripts from QBRs or check-ins: Use gong_get_transcript.

    line 114
  19. Very specific:

    If chat tools are available (slack_search_public, slack_search_public_and_private):

    line 121
  20. Distinctive:

    Search for the customer name in CS and sales channels

    line 122
  21. Distinctive:

    Look for champion feedback or internal advocacy signals

    line 124
  22. Distinctive:

    If calendar/email tools are available:

    line 128
  23. Distinctive:

    Search for recent meetings with the customer — frequency and recency of engagement

    line 129
  24. Distinctive:

    Check for any expansion discussions already in progress

    line 130
  25. Distinctive:

    After the auto-pull, ask ONLY for what the tools couldn't provide:

    line 138
  26. Very specific:

    Update memory/deal-patterns.md with expansion patterns (what triggers work)

    line 150
  27. Very specific:

    Update memory/team.md with CSM/AE expansion skills and patterns

    line 151

≈ “Common” is an estimate: at least 1 in 5 of the 350,495 skill files we read have a rule of the same kind, not the same words. “Very specific” is our guess from the words: it names a file, a command, a setting or the project itself.

Keep what fits and drop the rest. Your version, ready for your agents.
Files
SKILL.md

Expansion Playbook

Growing existing customers is cheaper and faster than acquiring new ones. This skill helps CS and sales teams identify expansion signals, build compelling business cases, and run expansion conversations that feel like partnership — not a sales pitch.

Why Expansion Matters

  • 3-5x cheaper to expand an existing customer than acquire a new one
  • NRR (Net Revenue Retention) is the #1 metric investors and boards care about
  • Happy customers who expand become your strongest references
  • Expansion validates your product-market fit in the deepest way

How It Works

┌─────────────────────────────────────────────────────────────────┐
│                  EXPANSION PLAYBOOK                               │
├─────────────────────────────────────────────────────────────────┤
│  PLAYS                                                            │
│  1. Upsell — More of the same (more seats, higher tier)          │
│  2. Cross-sell — New products or modules                         │
│  3. Renewal — Protect and grow at renewal                        │
│  4. Land-and-Expand — Strategy from initial deal to full deploy  │
│                                                                   │
│  SIGNALS                                                          │
│  • Usage patterns (high adoption → ready for more)               │
│  • Team growth (hiring → need more seats)                        │
│  • New use cases (expanding beyond original intent)              │
│  • Champion promotion (your advocate now has more budget)        │
│  • Competitor displacement (using something else for adjacent)   │
│  • Contract milestones (renewal approaching, initial ROI proven) │
├─────────────────────────────────────────────────────────────────┤
│  SUPERCHARGED (when you connect your tools)                      │
│  + ~~CRM: Customer deal history, ARR, and contract dates         │
│  + ~~CRM: Contact roles and champion mapping                     │
│  + ~~CRM: Usage data and health scores (if tracked)              │
│  + ~~data enrichment (ZoomInfo): Company growth and hiring       │
│  + ~~data enrichment (ZoomInfo): Tech stack changes              │
│  + ~~data enrichment (Clay): Expansion signals and triggers      │
│  + ~~data enrichment (LinkedIn): Champion job changes            │
│  + ~~data enrichment (LinkedIn): Company news and updates        │
│  + ~~chat: Internal customer discussions and feedback             │
│  + ~~calendar/email: Recent customer correspondence              │
└─────────────────────────────────────────────────────────────────┘

Execution Flow

Step 0: Automatic Data Pull (Before Asking the User Anything)

CRITICAL: Before asking about the customer, pull everything from connected tools. Expansion intelligence is most powerful when grounded in real account data, growth signals, and relationship history.

CRM Data Pull

Check if you have access to CRM tools (look for tools containing search_crm_objects, get_crm_objects, or similar).

If CRM tools ARE available:

  1. Find the customer's deals. Search deals for the company name — pull all deals (won, open, lost).
    • Properties: dealname, amount, dealstage, closedate, createdate, pipeline, hubspot_owner_id, dealtype, description
    • Calculate: current ARR, total contract value, deal history timeline
    • Identify: what products/modules they bought, what they didn't
  2. Pull contacts. Get all associated contacts for the customer.
    • Properties: firstname, lastname, jobtitle, email, phone, lifecyclestage
    • Map: champion (your advocate), economic buyer, power users, new stakeholders added since initial deal
  3. Pull company. Get company profile.
    • Properties: name, domain, industry, numberofemployees, annualrevenue, description, founded_year
    • Compare current employee count to when they signed — growth = expansion signal
  4. Check renewal date. Look for contract end date or renewal fields.
    • If renewal within 6 months → trigger renewal strategy section
  5. Pull deal notes and activity. Check for support tickets, NPS scores, or health metrics if tracked.

Sales Intelligence Data Pull

ZoomInfo (if available):

  1. Get current company data. Use zoominfo_search_company with the customer company name/domain.
    • Employee count change since they signed → hiring = seat expansion signal
    • Revenue growth → validates they can afford expansion
    • New departments or initiatives → cross-sell opportunities
  2. Get org chart. Use zoominfo_get_org_chart for the customer.
    • New leaders or VPs hired → potential new buying centers
    • Champion's current reporting structure → has their scope grown?
  3. Get tech stack. Use zoominfo_get_tech_stack for the customer.
    • New tools adopted → integration opportunities or adjacent needs
    • Competitor tools still in use → displacement opportunity

Clay (if available):

  1. Enrich the company. Use clay_enrich_company with customer domain.
    • Growth signals, funding events, product launches → expansion triggers
  2. Trigger enrichment. Use clay_trigger_enrichment for expansion-specific signals.

LinkedIn (if available):

  1. Check champion status. Use linkedin_get_profile for your champion contact.
    • Promoted? → More budget and influence — perfect upsell timing
    • Left the company? → Risk alert — identify new champion immediately
  2. Search company updates. Use linkedin_search_companies for customer company.
    • Hiring trends, new offices, product launches → expansion signals
    • Strategic initiatives they announced → align expansion to their priorities

Gong Data Pull

Check if you have access to Gong tools (look for tools prefixed with gong_).

If Gong tools ARE available:

  1. Find recent calls with this customer. Use gong_search_calls with the company name.
  2. Pull transcripts from QBRs or check-ins. Use gong_get_transcript.
    • Extract: new pain points mentioned, feature requests, adjacent use cases discussed
    • Extract: satisfaction signals or risk signals
    • Extract: mentions of other departments wanting access

Chat Data Pull

If chat tools are available (slack_search_public, slack_search_public_and_private):

  1. Search for the customer name in CS and sales channels
  2. Surface: customer health discussions, feature requests, support escalations, expansion discussions
  3. Look for champion feedback or internal advocacy signals

Calendar/Email Data Pull

If calendar/email tools are available:

  1. Search for recent meetings with the customer — frequency and recency of engagement
  2. Check for any expansion discussions already in progress

Present What You Found

"I pulled the full account picture for [Customer]: $[X] current ARR across [N] deals since [date]. Per CRM, they have [N] contacts with [N] users on [products]. Per ZoomInfo, they've grown from [N] to [N] employees since signing (+[X]%). [If LinkedIn:] Your champion [Name] was recently promoted to [new title]. [If Gong:] On the last QBR, they mentioned [new need/pain]. Expansion signals detected — building your playbook now..."

Step 1: Gather Remaining Context

After the auto-pull, ask ONLY for what the tools couldn't provide:

  • Customer health — How happy are they? Any open issues or risks?
  • Relationship dynamics — Who's your best contact? Any internal politics to navigate?
  • Expansion goal — Upsell, cross-sell, renewal, or full land-and-expand strategy?
  • Products available — What else could they buy? (if not in memory/product.md)

Step 2: Generate the Expansion Plan

Build using ALL evidence. Cite sources: "Per CRM:", "Per ZoomInfo:", "Per LinkedIn:", "Per Gong:", "Per Slack:", "User reported:"

Step 3: Store Insights

  • Update memory/deal-patterns.md with expansion patterns (what triggers work)
  • Update memory/team.md with CSM/AE expansion skills and patterns
  • Log the expansion plan in memory/changelog.md

Getting Started

  • "Build an expansion strategy for [Customer]"
  • "How should I approach the renewal conversation with [Customer]?"
  • "What upsell opportunities exist in our customer base?"
  • "[Customer] just hired 50 people — should I reach out?"
  • "Create a land-and-expand playbook for our enterprise motion"

Output Format: Account Expansion Plan

# Expansion Plan: [Customer Name]

**CSM:** [Name] | **AE:** [Name]
**Current ARR:** $[amount]
**Contract Renewal:** [Date]
**Expansion Potential:** $[amount] | [X]% confidence

---

## Current State
| Metric | Value |
|--------|-------|
| Users / Seats | [Current] of [Licensed] |
| Adoption Rate | [X]% |
| Health Score | [X]/100 |
| NPS / CSAT | [Score] |
| Modules Used | [List] |
| Modules Available | [Not yet purchased] |

## Expansion Signals Detected

| Signal | Evidence | Opportunity |
|--------|----------|-------------|
| 🟢 [Signal] | [Specific evidence] | [What to propose] |
| 🟢 [Signal] | [Evidence] | [Opportunity] |
| 🟡 [Signal] | [Weaker evidence] | [Worth exploring] |

## Recommended Plays

### Play 1: [Upsell/Cross-sell/Tier Upgrade]
**What:** [Specific expansion proposal]
**Why Now:** [Trigger or signal that makes this timely]
**Value to Customer:** [In their terms — not yours]
**Estimated ARR Impact:** $[amount]
**Approach:** [How to position this conversation]
**Talk Track:**
> "[Opening that connects to their business goals, not your quota]"

### Play 2: [Second opportunity]
[Same structure]

---

## Renewal Strategy (if renewal within 6 months)

**Renewal Date:** [Date]
**Risk Level:** 🟢🟡🔴
**Expansion at Renewal:** [Likely / Possible / Unlikely]

### Pre-Renewal Timeline
| Weeks Before | Action | Owner |
|-------------|--------|-------|
| 12 weeks | Executive business review | CSM |
| 8 weeks | Renewal + expansion proposal | AE |
| 4 weeks | Negotiate and finalize | AE |
| 2 weeks | Contract execution | Legal |

### Renewal Conversation Guide
1. Start with value delivered (their ROI, not your features)
2. Review success against original criteria
3. Introduce expansion as a natural next step
4. Handle any concerns proactively

Related Skills

  • handoff-builder → Initial handoff identifies expansion opportunities
  • roi-calculator → Build expansion business case with ROI data
  • proposal-builder → Create formal expansion proposals
  • deal-qualification → Qualify expansion opportunities rigorously

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