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Document Architecture Decisions for Checkout Rewrite

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Your question is Document Architecture Decisions for Checkout Rewrite. Take a moment with it on the right.

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Problem

Project Background

ShopWave is rewriting its checkout platform to support one-click payments, split tenders, and regional tax logic before the holiday season. You are the program manager for a 10-person cross-functional team spanning engineering, product, QA, and security. The team has already made several technical decisions informally in Slack and design reviews, and leadership is concerned that those decisions are not consistently documented or revisited as requirements change.

Key Stakeholders

The Engineering Manager wants fast delivery and minimal process overhead. The Staff Architect wants a clear record of trade-offs and decision owners. The Product Director cares about hitting the launch date for enterprise customers, while Security requires evidence that payment and data-retention decisions were reviewed before launch. These priorities conflict: more documentation improves governance, but too much process could slow delivery.

Constraints

The launch date is fixed for 12 weeks from now, with a remaining project budget of $85,000 for contractor QA and tooling. The team includes 6 engineers, 1 product manager, 1 QA lead, 1 designer, and you as PM; no additional headcount is approved. Two external dependencies are critical: a payment gateway certification due by Week 8 and a legal review of data-retention changes due by Week 6. The team already has 14 open architecture and implementation decisions across API design, retry logic, observability, and PCI token storage.

Complications

  1. A senior backend engineer who made several early design calls is leaving in 3 weeks.
  2. Product is considering adding guest checkout in Week 5, which could invalidate earlier authentication and session-management decisions.
  3. Teams currently use three different documentation locations, causing version confusion.

Your Task

  1. Define a lightweight system to document technical decisions, owners, rationale, and revisit triggers.
  2. Build a 12-week execution plan showing how decisions will be reviewed without delaying launch.
  3. Propose how you will handle decisions at risk due to the departing engineer and changing scope.
  4. Identify success metrics for documentation quality and decision revisit cadence.
  5. Outline the top risks and mitigation steps if documentation discipline slips during delivery.