Data Sources
Starter (required only): coaching moments pulled from a rep’s call transcripts with timestamps, plus the patterns that repeat across their deals.
Full (required + recommended): the same, plus deal outcomes from CRM and follow-up behavior from email, so you can connect a habit on calls to whether deals advance or stall. Same workflow, significantly more depth.
See the Context Graph for how each source feeds the analysis.
Choose your path
Build in Clearskies
For managers who want a coaching readout on every rep without remembering to run it. Build the workflow once and each manager gets a readout on each of their reps on a cadence you set.The Workflow
In the Clearskies app, open the workflow builder and describe what you want in plain language:Deploy to Slack
Once published, each manager gets a coaching DM per rep:Customize the rollout
- Keep readouts private to managers, or open a shared enablement channel for team-level patterns
- Tailor what’s surfaced (discovery, objection handling, next-step discipline, talk ratio)
- Set the comparison baseline: your top performers, a defined methodology, or a custom rubric
- Adjust cadence: weekly per rep, monthly, or after every recorded call
- Chain it with 1:1 prep so the coaching read and the deal read arrive together
Build in Claude or ChatGPT
For managers working in Claude or ChatGPT, or enablement testing the workflow before rolling it out. Output appears in your conversation.The Prompt
Open Claude or ChatGPT with the Clearskies MCP connected and paste this (or modify to your needs). Replace the rep’s name with your own.Make it yours
- Add
Focus only on how he handles pricing objectionsto coach one skill at a time. - Add
Draft this as feedback I can paste into our 1:1 docto make it ready to deliver.
The Skill (Claude)
Theclearskies:rep-coaching skill in the Clearskies plugin for Claude runs the same workflow on demand: it pulls a rep’s recent calls, surfaces coaching moments with timestamps, identifies behavior patterns, and drafts specific feedback, no manual listening required, all from your Context Graph.
Trigger phrases
- “Coach [rep]”
- “What should I work on with [rep]”
- “Show me coaching moments from [rep]‘s calls”
Customize it for your team
- Match the readout to the skills your team coaches on
- Set the comparison baseline to your top performers or your methodology
- Layer in 1:1-prep, ramp, or PIP framing depending on context
The Plugin
Ready to make this part of your team’s workflow? We’ll set up the Clearskies plugin with you. Clearskies workflows, Claude skills, all tailored to how your team works. Book 15 minutes →Next steps
- Sign in to Clearskies
- Connect your data sources
- Get your Clearskies MCP server and try with Claude or ChatGPT