Waypoint
Toolkit

The Toolkit Is the Approach

The artifact isn’t a PDF you download and fill out. It’s a method. Bring the documents that already describe the work — and a skilled AI builds your complete tollgate submission package from them in minutes.

The problem with template libraries

A folder of blank templates is homework. Most practitioners don’t have time to manually populate a Charter, write a CBA from scratch, and fill out an Intake Form from a blank page — especially when the information that belongs in those documents already exists somewhere: a SOW, a kickoff transcript, a vendor proposal, a budget request, a slide deck. The toolkit approach reads what you have and builds the submission from it.

What to bring

Drop in any combination of these. The more you have, the better the output. You are never blocked by what’s missing — gaps are surfaced explicitly so nothing gets buried.

Statement of Work (SOW)
Project charter or brief
Business case or budget request
Meeting notes or kickoff transcripts
Email threads describing the work
Slide decks or executive presentations
Vendor proposals or contracts
Requirements documents or user stories

Transcribed discussions and meeting notes are especially valuable. The information is almost always there — it just hasn’t been organized into a decision-ready structure yet. Bring everything. The AI does not need a finished document — it needs the raw material your project has already produced. The more context it has, the fewer gaps in the output.

What comes out

Five documents that constitute a complete Waypoint tollgate submission package. Every field is populated from your source materials. Inferences are labeled as inferences. Gaps are listed explicitly in a Gap Summary. Nothing is invented.

Document 1
Intake Form (T1)
Problem statement in plain language, expected outcome in measurable terms, named sponsor, urgency driver, rough sizing, known dependencies, and the tradeoff statement — what the organization is choosing not to do if this is approved.
Document 2
Charter
Problem and outcome with measurable success criteria, explicit scope boundaries, named sponsor and delivery owner, top risks with initial mitigation thinking, and the budget ask for this phase only — not the full program.
Document 3
Cost-Benefit Analysis — Section 1
Investment ask for the current phase with named assumptions, expected return quantified where possible and qualified where not, and a payback or break-even estimate. Future phases appear as directional context only — labeled clearly as not the current ask.
Document 4
Requirements Baseline
What must be true for this investment to be considered successful: functional requirements, non-functional requirements, and acceptance criteria — how success will be verified at the end.
Document 5
Intake Record
Confirmation that the submission entered through the defined front door, named sponsor authorization, and domain screening status: security and compliance, architecture, legal, finance. If the project involves data, analytics, or AI — screening is a prerequisite, not a condition to fulfill after approval.

After the five documents, you get a Submission Readiness Summary: fields populated from source documents, fields requiring submitter input, any domain screening items blocking completion, and an overall readiness assessment — Ready for review / Needs submitter input / Blocked, do not advance.

Waypoint Intake Builder — Claude Skill

The skill runs inside Claude desktop with Cowork mode. Drop in your documents, say “build my intake package” or “prep this for tollgate,” and it builds the five-document submission from what you provide. Install once. Use on any project. Any capable AI can produce the same output — give it your documents and ask it to populate the Waypoint intake package structure.

Download the Skill →

Where does the data live?

The intake builder produces five populated documents. Those documents need a home — somewhere they can be stored, retrieved, updated, and acted on over time. Waypoint does not prescribe a tool. The structure is the standard. The container is yours.

Any environment that holds structured data consistently works: a spreadsheet, a project tracking system, a document platform, a set of maintained files in a shared drive. The right answer is whichever one your organization will actually keep current. A sophisticated system nobody updates is worse than a spreadsheet everybody trusts.

For practitioners who have made the AI-native shift

If you have an MCP connection from your project data source — Jira, ServiceNow, Planview, a well-maintained spreadsheet — into Claude, the copy-paste step disappears. The AI reads live data from your system, builds the governance views on demand, and flags what is missing or off-track. The container becomes the source of truth. Claude becomes the interface that makes it governable. That is not a future state. It is available now to any practitioner who has the connection set up and knows what to ask.

The 36 artifact standards — reference map

The artifact library covers every governance document in the framework across all 12 steps. These are the field-by-field standards — what each document must contain and why. Use the copy-paste prompts on each page to build the real artifact from your actual project materials. The tables are the standard the output gets measured against.

Artifact standards are not the deliverable. They are what the deliverable is measured against. The fastest path to a complete submission is the toolkit above — the fastest path to a complete artifact library is the reference pages below.
Reference
T1 Intake Form through T16 Minimum Information Standard — Steps 1–3.
Reference
T17 through T25 — Steps 4–8.
Reference
T26 RAID Standard through T36 Assumption Log — Steps 9–12.

Which documents each phase uses

The 36 artifact standards group into five phases of the governance lifecycle. Every document has a home phase and the steps it serves. The numbers (T1–T36) are stable catalog IDs — a library index, not a running order — so they are not expected to match the step sequence. A few artifacts, marked , are reused in later steps.

Foundation Steps 1–3 9 docs
T9 · Stakeholder Interview Guide T10 · Current-State Decision Map T11 · Influence Map T12 · Portfolio Inventory T13 · Classification Rules T14 · Missing Information Log T1 · Intake Form T15 · Intake Routing Guide T16 · Minimum Information Standard
Decision & Investment Steps 4–6 10 docs
T17 · Problem Statement T18 · Assumptions Log T19 · Outcome Definition Worksheet T2 · Cost-Benefit Analysis T20 · Benefit Owner Register T36 · Assumption Log T4 · Benefits Register T6 · Prioritization Scoring Model T21 · Weighting Guidance T22 · Prioritization Tradeoff Summary
Authorization Steps 7–8 5 docs
T5 · Tollgate Decision Record T23 · Decision Agenda T3 · Authorization Checklist T24 · Sponsor Briefing T25 · Capacity Impact Summary
Active Governance Steps 9–10 7 docs
T7 · Health vs. Value Review T26 · RAID Standard T27 · Decision Escalation Format T35 · Portfolio Change Saturation Register T28 · Dependency Map T29 · Capacity View T30 · Portfolio Tradeoff Summary
Benefits & Learning Steps 11–12 5 docs
T31 · Adoption Measurement Framework T32 · Post-Investment Review T8 · Governance Retrospective T33 · Maturity Evidence Checklist T34 · Process Improvement Backlog

Minimum Viable Governance by Portfolio Size

Not every organization needs all 36 artifacts running from day one. The framework scales by portfolio size and cycle volume — some artifacts are load-bearing at any scale, others earn their place once volume or complexity makes the informal version unreliable. Forcing a three-person EPMO standing up its first tollgate to run the full 36-artifact library on day one is how governance frameworks get abandoned for being “too heavy.” Skipping the load-bearing dozen because “we’re too small for process” is how the same abandonment happens from the other direction.

Tier assignment is about cycle volume — how many proposals move through intake, tollgate, and authorization per cycle — not headcount. A 500-person division running six large initiatives a year is Tier 1. A 40-person unit fielding sixty small requests a quarter is Tier 2 or 3.

Tier 1 — Micro (roughly under 15 active initiatives)

Run the twelve load-bearing artifacts and nothing else. These are the ones no governance model functions without, regardless of scale — they define the front door, the decision, the record, and the close.

ArtifactWhy it’s load-bearing
T1 — Intake FormDefines the front door. No front door, no portfolio view.
T2 — Cost-Benefit AnalysisThe minimum case for any investment decision, at any scale.
T3 — Authorization ChecklistThe eight confirmations that separate a decision from a hallway conversation.
T5 — Tollgate Decision RecordWithout it, no record survives the meeting that produced it.
T12 — Portfolio InventoryYou cannot govern what you cannot list.
T16 — Minimum Information StandardSets the intake bar. Without it, “minimum viable governance” has no floor.
T17 — Problem StatementThe most common root cause of failed initiatives is skipping this.
T19 — Outcome Definition WorksheetDefines what success means before work starts, at any scale.
T23 — Decision AgendaStructures the tollgate meeting itself — without it, decisions drift.
T26 — RAID StandardRisk visibility does not become optional because the portfolio is small.
T32 — Post-Investment ReviewClosing the loop is what makes the next cycle’s decisions better.
T36 — Assumption LogPairs directly with T2 — tracks which assumptions held.

Tier 2 — Mid-Size (roughly 15–75 active initiatives)

Add these twenty once volume makes the informal version unreliable — when priorities compete for the same capacity, when benefit tracking needs to roll up across projects, or when the tollgate agenda has more than a handful of items per cycle.

ArtifactWhat breaks without it, at this scale
T4 — Benefits RegisterInformal benefit tracking stops rolling up once several projects report simultaneously.
T6 — Prioritization Scoring Model“Prioritize by conversation” breaks once proposals outnumber capacity.
T7 — Health vs. Value ReviewPortfolio-level health checks need a repeatable structure once there are too many projects to hold in one person’s head.
T8 — Governance RetrospectiveNeeds enough completed cycles to retrospect on.
T13 — Classification RulesManual triage stops being consistent once intake volume grows.
T14 — Missing Information LogTracking gaps by memory fails once submission volume increases.
T15 — Intake Routing GuideRouting by whoever’s available stops scaling with volume.
T18 — Assumptions LogProblem-definition assumptions need separate tracking once more than one team defines problems in parallel.
T20 — Benefit Owner RegisterOwnership needs a durable record once benefits are tracked across a real portfolio.
T21 — Weighting GuidanceScoring weights need documented rationale once more than one person applies them.
T22 — Prioritization Tradeoff SummaryTrade-off visibility matters once real contention for capacity exists.
T24 — Sponsor BriefingStandardized sponsor prep earns its place once tollgate volume rises.
T25 — Capacity Impact SummaryEyeballing capacity impact stops working once concurrent projects multiply.
T27 — Decision Escalation FormatAd hoc escalation breaks down once decision volume rises.
T28 — Dependency MapDependencies become untrackable by memory past a handful of concurrent projects.
T29 — Capacity ViewA shared capacity view earns its place once resourcing conflicts appear.
T30 — Portfolio Tradeoff SummaryNeeded once portfolio-level trade-offs become routine, not exceptional.
T31 — Adoption Measurement FrameworkAdoption tracking needs structure once more than one initiative drives change concurrently.
T34 — Process Improvement BacklogA backlog is only meaningful once there is a recurring process to improve.
T35 — Portfolio Change Saturation RegisterSaturation risk isn’t real until concurrent change volume is high enough to create it.

Tier 3 — Enterprise (roughly 75+ active initiatives, or a formal maturity mandate)

Add these four when the governance function itself needs to demonstrate maturity — to an audit, a board, or a maturity assessment — or when the discovery work of standing up or relaunching the governance model is underway.

ArtifactWhen it earns its place
T9 — Stakeholder Interview GuideUsed once, during the Step 1 listening tour that builds or relaunches the governance model — not a recurring operational artifact.
T10 — Current-State Decision MapSame — a Step 1 discovery artifact, not steady-state overhead.
T11 — Influence MapSame — built once at model design, referenced afterward.
T33 — Maturity Evidence ChecklistOnly relevant once you are formally demonstrating governance maturity to an external party.
This tiering is a starting point, not a rule. If your Tier 1 organization has one artifact from Tier 2 that solves a real, current problem, add it. The test is always the one this framework uses everywhere else: does skipping it cause a practitioner to get stuck? If yes, it is load-bearing at your scale — regardless of which tier it is listed under here.