Clearskies

Clearskies Plugin

An agent builder for revenue teams, available as a plugin for Cowork and Claude Code. Connects your Context Graph to Claude — giving your GTM team full account context, deal risk scoring, post-call workflows, and personalized outreach without leaving their workflow. Works standalone with web search and your input. Supercharged when you connect your CRM, email, calendar, and call transcripts.

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Installation

claude plugin install clearskies@scratchpad-ai/clearskies-cowork-plugin

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Commands

Explicit workflows you invoke with a slash command:

Command	Description
/account-brief	Full account brief — company overview, stakeholders, deal history, recommended approach
/call-prep	Complete pre-call brief — account snapshot, open items, contact context, suggested agenda, key opening question
/deal-review	Paranoid deal audit — champion engagement, economic buyer status, unanswered comms, close date health, velocity
/deal-strategy	CRO-mode strategy — find the one move that changes the deal, what must be true to close, when to push or qualify out
/meddic	Evidence-based MEDDIC audit — score every criterion against real signals, not rep self-reporting
/pipeline-review	Pipeline health ranked by urgency — engagement drops, stalled close dates, missing stakeholders, action plan
/post-call	Process call notes or transcript — action items, internal summary, draft follow-up email
/rep-coaching	Pull transcripts, surface coaching moments with timestamps, identify patterns, draft 1:1 feedback
/draft-outreach	Research a prospect and draft personalized outreach — email and LinkedIn
/daily-brief	Morning sales leadership briefing — what closed, what's at risk, what's on the calendar, and the one thing that needs attention today
/qbr-prep	Prepare for a QBR — internal (for leadership) or external (with a customer) — account history, progress, open items, agenda
/win-loss	Analyze patterns across won and lost deals — why we win, why we lose, competitive picture, qualification gaps
/churn-risk	Identify customers at risk of churning — engagement drops, champion changes, renewal proximity, ranked by risk level

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Skills

Domain knowledge Claude uses automatically when relevant:

Skill	Description
skill-customer-context-graph	Builds a holistic view of an account — org chart, relationships, sentiment, history, open items
skill-account-research	Web + enrichment research on a company or contact — news, signals, key people, recommended angle
skill-qbr-prep	Auto-triggers on QBR or executive review mentions — surfaces account history, open items, and progress context
skill-churn-risk	Auto-triggers on existing customer conversations — proactively surfaces churn signals, renewal proximity, relationship health

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Example Workflows

Before a Call

/call-prep Acme Corp — discovery call tomorrow with their VP Eng and CTO

Get a full pre-call brief: company overview, attendee research, prior history, suggested agenda, discovery questions, and objection prep.

After a Call

/post-call
[paste notes or transcript]

Get a structured internal summary, action items with owners and due dates, and a draft follow-up email ready to send.

Auditing a Deal

/deal-review Acme Corp

Get a signal-by-signal audit of everything that can still kill the deal — champion engagement trend, economic buyer status, unanswered emails, close date decay — with an overall health rating and one recommended action.

Running a MEDDIC Audit

/meddic Acme Corp

Get each MEDDIC criterion scored GREEN / YELLOW / RED against real evidence from calls, emails, and CRM — not rep self-reporting. Ends with a forecast recommendation and the specific gaps to close before it belongs in the commit.

Getting Deal Strategy

/deal-strategy Acme Corp

Get a one-paragraph situation assessment (no hedging), the one move that changes the deal, three things that must be true to close with owners and dates, and an explicit recommendation to push the date or qualify out if any are unlikely.

Coaching a Rep

/rep-coaching Alex — last 3 Acme calls

Get recurring behavioral patterns across calls, 2–3 specific coaching moments with timestamps and exact quotes, what to say to the rep, and a draft 1:1 feedback note ready to send.

Reviewing Pipeline

/pipeline-review

Get a pipeline ranked by urgency — not close date. Engagement drops, frozen close dates, missing economic buyers, and a weekly action plan sorted by what actually needs attention.

Researching a Prospect

Just ask naturally:

Research Acme Corp before my call tomorrow

The account-research skill triggers automatically and delivers company overview, key contacts, recent news, and a recommended approach.

Drafting Outreach

Draft an email to the VP of Engineering at TechStart

The draft-outreach skill researches the prospect first, then generates personalized outreach with multiple subject line options.

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Standalone + Supercharged

Every command and skill works without any integrations:

What You Can Do	Standalone	Supercharged With
Account research	Web search	Salesforce, Gong, Scratchpad
Call prep	Describe meeting, paste context	Salesforce, Google, Microsoft, Gong, Scratchpad
Deal review	Describe deal + recent activity	Salesforce, Gong, Scratchpad, Slack
Deal strategy	Describe deal + gaps	Salesforce, Gong, Scratchpad
MEDDIC audit	Describe deal + qualification	Salesforce, Gong, Scratchpad
Pipeline review	Upload CSV, paste deals	Salesforce
Rep coaching	Paste transcripts	Gong, Scratchpad
Post-call processing	Paste notes / transcript	Gong, Scratchpad, Salesforce, Google, Microsoft
Draft outreach	Web search + your context	Salesforce, Google, Microsoft
Context graph	Manual input	Salesforce, Gong, Scratchpad, Google, Microsoft, Slack

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MCP Integrations

Configure connectors in .mcp.json. Supported integrations:

Integration	What It Enables
Salesforce	Deal data, contact records, account history
Gong	Call recordings, transcript extraction
Scratchpad	Call recordings, transcript extraction
Google	Email threads, calendar, meeting context
Microsoft	Email threads, calendar, meeting context
Slack	Internal account discussions, colleague intel

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Team Configuration

Edit clearskies.local.md to add team-specific context that personalizes all commands and skills:

• Your name, title, and quota
• Product positioning and value props
• Competitor talk tracks
• ICP definition
• Proof points and customer stories

This file is gitignored by default — it stays local to your machine.

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Settings

Create .claude/settings.local.json to configure personal preferences:

{
  "name": "Your Name",
  "title": "Account Executive",
  "quota": {
    "annual": 1000000,
    "quarterly": 250000
  },
  "territory": "Mid-Market, West",
  "product": {
    "name": "Clearskies",
    "value_props": [
      "Key value proposition 1",
      "Key value proposition 2"
    ],
    "competitors": [
      "Competitor A",
      "Competitor B"
    ]
  }
}

The plugin will ask you for this information interactively if it's not configured.