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Prioritize Three Conflicting Product Deadlines

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Problem

Project Background

NotionFlow, a B2B workflow SaaS company, is preparing for a high-visibility quarter with three overlapping commitments: a customer-requested SSO upgrade for a $1.2M renewal, a mobile dashboard launch promised at the annual user conference, and a security remediation program tied to an external audit. You are the program manager coordinating a 10-person cross-functional team across engineering, design, QA, and security.

All three initiatives have deadlines within the next 8 weeks, but the team only has capacity to fully deliver two on time without changing scope, sequencing, or staffing assumptions. Leadership wants a clear prioritization framework, a delivery plan, and a recommendation on what to defer, phase, or descale.

Key Stakeholders

  • VP of Product wants the mobile dashboard ready for the conference demo in 6 weeks.
  • Head of Sales needs the SSO upgrade live in 5 weeks to secure the renewal.
  • CISO requires all critical audit findings closed in 8 weeks to avoid a qualified audit result.
  • Engineering Manager is concerned about team overload and has already flagged limited backend capacity.

Constraints

  • Team: 4 backend engineers, 2 frontend engineers, 1 designer, 1 QA lead, 1 security engineer, 1 PM/program manager
  • Budget: $60,000 remaining; no new full-time headcount approved
  • Timeline: SSO in 5 weeks, conference demo in 6 weeks, audit remediation in 8 weeks
  • Backend team has only 24 engineer-weeks of available capacity over the period; estimated demand is 34 engineer-weeks
  • One senior backend engineer is unavailable for 2 of the next 6 weeks

Complications

  1. The largest customer says a partial SSO release may be acceptable, but only if SCIM provisioning is included.
  2. The conference date cannot move, but leadership may accept a limited mobile beta instead of a full launch.
  3. Two audit findings depend on a third-party identity vendor response that has been inconsistent.

Your Task

  1. Propose a prioritization approach for the three deadlines and justify the trade-offs.
  2. Build an 8-week execution plan with sequencing, owners, and dependency management.
  3. Recommend what to fully deliver, phase, descale, or defer.
  4. Identify the top risks, escalation points, and stakeholder communication plan.
  5. Define success metrics for each workstream and for the overall quarter.