The #1 reason deals die isn't price or competition. It's silence.
3 deals a day × 90 days = 270 follow-ups
That's the difference between a pipeline that closes and one that goes quiet.
Most founders open their CRM, stare at it, and close it. This skill does the thinking for you.. reads your pipeline, finds the 3 deals that need attention most, writes the follow-up emails, and updates the CRM.
- Loads your pipeline — every active deal from Notion CRM (0% through 95%)
- Checks for signals — Gmail threads, Calendar meetings, Obsidian people files
- Picks 3 — prioritizes stale high-stage deals, unanswered inbounds, high-value momentum
- Drafts 3 follow-ups — tailored to stage, referencing their specific pain and last conversation
- Updates the CRM — Next Action, Deal Stage, follow-up notes with today's date
- Reports — pipeline snapshot, today's actions, stale warnings
| Stage | Follow-up goal |
|---|---|
| 0% Engaged Person | Get a reply |
| 10% Initial Call Scheduled | Confirm + prep |
| 20% Pain Identified | Validate the pain |
| 40% Pain Validated | Surface budget |
| 50% Budget Identified | Engage decision makers |
| 75% Budget Validated | Engage decision makers |
| 80% Decision Makers Identified | Close |
| 90% Decision Makers Validated | Close |
| 95% Proposal/SOW Agreed | Get the signature |
Each stage gets a different email.. the right message at the right time.
- Under 100 words early stage.. under 80 for close stage
- References the specific pain... not generic "checking in"
- ONE clear CTA... never "let me know your thoughts"
- Warm and direct.. no corporate speak
- Bounded urgency: "If we start by [date], you'll see results by [date+90 days]"
DEALS — 2026-03-18
PIPELINE SNAPSHOT
Active deals: 14
Total weighted value: $127,500
Stale deals (14+ days, no meeting): 4
TODAY'S 3 FOLLOW-UPS
1. Ecamm — Katie Fawkes — 20% Pain Identified
2. North Oil Qatar — Wassim Chiadli — 40% Pain Validated
3. Struggle GbR — Willi Boogen — 0% Engaged Person
/deals
No arguments. Claude reads the pipeline, picks the top 3, drafts emails, updates Notion.
git clone https://github.com/SimonTheSalesBooster/deals.git ~/.claude/skills/dealsOr copy SKILL.md to ~/.claude/commands/deals.md.
- Notion CRM (Firm, Person, Email, Deal Stage, Next Meeting, Next Action, Reason to Talk, Notes, Estimated Deal Value)
- Gmail (for thread history and drafts)
- Google Calendar (for meeting detection)
- Obsidian People folder (optional, for deep context)
Built by Simon Severino... author of Strategy Sprints and Time Freedom with Jay Abraham. Added over $2 Billion in sales to B2B clients in finance, software, and consulting.
Part of the Strategy Sprints open-source skill suite. Pairs with /4habits, /triad, and /ogilvy.
keep rolling, Simon & The Sprinters