Sequence the 30-, 60-, and 90-Day Roadmap

What you will complete

Complete the 30/60/90 Roadmap with stages, capacity, dependencies, gates, training, fallback, and explicit non-starts.

Portfolio rule: Ninety days is a decision cadence, not a promise that every initiative will reach production.

Use the first 30 days for operating evidence

Map workflows, confirm owners, collect baselines, expose exceptions, and rank the portfolio. The output is a defensible opportunity register and first set of decisions, not a transformation slogan. Projects can exit to repair, investigate, defer, or stop.

Use days 31 to 60 for narrow design

Define the selected workflow boundary, data and permissions, human review, failure paths, tests, acceptance, implementation owner, and smallest useful release. Resolve dependencies before treating the item as build-ready.

Use days 61 to 90 according to readiness

A ready initiative may build, test real cases, train users, launch with fallback, and enter measurement. Another may finish discovery or data repair. Portfolio credibility improves when the roadmap shows what will not start and why.

Worked example: Harbourline Business Services

Fictional teaching example: Harbourline schedules lead qualification for discovery and design, with launch conditional on owner-approved rules and passing tests. Invoice intake spends the cycle on data repair. Meeting summaries use an existing-tool configuration. Contract review remains human-led. The chatbot stays paused. The fictional plan demonstrates sequencing, not a promise that all firms move at this speed.

Harbourline is not a Flowgrammer client. Its people, projects, weights, scores, costs, metrics, and outcomes are fictional learner inputs. Replace them with evidence from your organization and retain the evidence source beside each decision.

Workbook exercise

Complete section 6 of the 90-Day AI Automation Portfolio Workbook.

1. Allocate days 1 to 30 across inventory, mapping, baseline, and ranking.
2. Allocate days 31 to 60 across design, data, permissions, tests, and acceptance.
3. Allocate days 61 to 90 according to each initiative's readiness.
4. Show capacity, dependencies, training, fallback, and explicit non-start decisions.

Ask the affected owner to challenge one assumption. Record the original entry, revision reason, decision owner, and review date rather than silently replacing the history.

Common failure modes

• Launching every high-scoring initiative at once.
• Treating discovery work as delay to hide.
• Ignoring adoption and manual fallback.
• Promising production by day 90 regardless of readiness.

A portfolio should expose weak evidence and constrained capacity. Repair the responsible layer instead of increasing the score or compressing the schedule.

Capstone connection

Complete the 30/60/90 Roadmap with stages, capacity, dependencies, gates, training, fallback, and explicit non-starts. The section must be specific enough for leadership, affected operators, and an implementation reviewer to inspect. It remains planning evidence rather than proof of implementation or outcome.

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