Claude, Deal Tracker.
A walkthrough of Claude's deal-tracker skill showing it follows a written SKILL.md step by step and does nothing when asked something the spec never covers.
Claude's deal-tracker skill is a plain-language instruction file, not a reasoning engine that already understands your pipeline. This video walks through what the skill actually does: read a written spec, apply it to a live deal, and stop cold the moment a request falls outside that spec.
What the deal-tracker skill is
A Claude skill is a folder with a SKILL.md file that Claude reads before acting. Deal-tracker's SKILL.md states its job directly: track live deals, watch milestones and deadlines, log action items and status, and surface anything that's overdue. There is no hidden model of your sales process behind it, just an instruction set Claude follows the same way every time.
How it triggers
Deal-tracker responds to six exact phrases: "deal tracker," "deal status," "where are we on," "process update," "deal pipeline," and "weekly deal review." Say one of those and the skill activates. Say something else related to deals but phrased differently, and nothing kicks in.
Running one deal through the steps
The video anchors the explanation on a single deal, Acme, moving through the tracker's steps in order. When a milestone's deadline passes, the skill flags it as overdue, exactly as its step three instructs. This is deal-tracker doing precisely what it was written to do, with no interpretation or guesswork layered on top.
What happens outside the spec
The same Acme example is then pushed past what deal-tracker covers: asking it to draft a counterparty redline. Nothing happens. There's no fallback response and no attempt to guess at an answer. The skill simply doesn't reach that far, because its SKILL.md never told it to. That gap is the point of the video: reliable, identical output for anything the spec lists, and silence for anything it doesn't.
Try it yourself
The video's prompt: read the deal-tracker skill, then track three deals, Acme (Series C, milestone due Friday), Beta Corp (add-on, due next Tuesday), and Gamma LLC (refinancing, no deadline set). Ask for the pipeline view and anything overdue. Then ask for something the skill never lists, like negotiating strategy, and watch whether Claude says that's outside the skill or tries to guess anyway. That contrast is the real test of whether spec-bounded behavior holds up.
Key takeaways
- Deal-tracker is a written SKILL.md, not an independent reasoning system over your deals.
- It triggers only on six specific phrases tied to deal status and pipeline review.
- Steps run linearly against one deal at a time, flagging overdue milestones exactly as instructed.
- Requests outside the spec, like drafting a redline or negotiation strategy, get no answer at all rather than a guess.
- The reliability is scoped: consistent inside the written spec, absent outside it.
Who this is for
Anyone evaluating whether a Claude skill can replace part of a deal or pipeline review process, and anyone who wants a concrete example of how a skill's written instructions bound what it will and won't attempt.
Chapters
Full transcript(auto-generated, with timestamps)
Claude, Deal Tracker. It's a SMART assistant — so what does it actually do?
[0:00]Someone assumes Claude's deal tracker is a smart assistant that already knows their pipeline. It isn't. It's a scripted set of steps. So, what does the deal tracker skill actually do? A skill
A skill is a folder
[0:10]Is a folder Claude reads before it acts. Deal tracker's skill. MD says exactly what to do. Track live deals, milestones, deadlines, action items, status, and surface what's overdue. Plain instructions, no hidden reasoning.
The anchor — one deal, moving through the steps
[0:23]The steps run in order, one deal at a time. Take Acme, a live deal moving through the pipeline. When a milestone's deadline passes, deal tracker flags it overdue. Exactly what step three says to do. Now, ask Acme's tracker something the
The anchor returns — outside the spec, nothing happens
[0:36]Spec never lists. Draft the counterparties redline. Nothing happens. No fallback, no guess. Same input, same reliable output for what's written. Anything outside those six trigger phrases, it simply doesn't reach. Deal tracker gives the same reliable
Carry-out
[0:50]Output for exactly what's written in its steps and nothing at all for what isn't. Your turn. Here's the prompt. Read it
Your turn
[0:57]With me. Read the deal tracker skill then track three deals. Acme a series C with a milestone due Friday. Beta Corp an add-on due next Tuesday. Gamma LLC a riffy with no deadline set. Ask for the pipeline view and anything overdue. Then ask something the skill never lists like negotiating strategy and watch. Does it say that's outside the skill or does it guess? Liam in for bear. Claude deal
Outro
[1:17]Tracker Liam in for bear.
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