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Product Sunset Strategy

Jul 5, 2025

Summary

  • The discussion centered on identifying milestones and markers for determining when to sunset an underperforming product, with a focus on both objective and subjective measures.
  • The process for sunsetting a product was outlined, including internal and external communications, user transition strategies, and the significance of stakeholder management.
  • Special attention was given to managing engineering team relationships and morale during the sunset process, especially for recently built products.
  • Final tips emphasized the importance of explaining your thought process and holistic approach in product decisions.

Action Items

  • Matt: Ensure early and clear communication with all key internal stakeholders (engineering, sales, leadership, marketing, legal) when considering or initiating a product sunset.
  • Matt: Coordinate with engineering to plan and implement user transition features such as data export tools, ensuring technical readiness for product sunset.
  • Matt: Organize and lead a post-mortem session with the team following a product sunset, particularly if the product was recently launched or failed unexpectedly.

Identifying Sunset Milestones & Markers

  • Regularly assess the full product suite during planning to determine ongoing value and performance of each product.
  • Markers for considering sunsetting include the product being difficult to maintain due to technical shifts, becoming obsolete or redundant, causing significant issues (e.g., security/user experience), or strategic deprioritization.
  • Both reactive (urgent problems) and proactive (planning reviews) triggers are valid for initiating sunset discussions.

Sunset Process & Execution

  • Metrics, user sentiment, strategic importance, and stakeholder opinions inform the sunset decision.
  • The sunset process should consider:
    • Potential user value recovery (data export, product migration, final user experiences).
    • Clear, early, and ongoing communication—both externally to users (to support a smooth transition and preserve user goodwill) and internally to stakeholders (to manage expectations and roles).
  • Internal teams, such as engineering, sales, and legal, require tailored messaging and involvement in planning.
  • Sunsetting is a phased process involving roadmap updates, timelines for user notice, technical shutdown, and post-sunset codebase management.

Managing the Engineering Relationship

  • Involve engineering early in sunset discussions and maintain transparency to build trust and secure buy-in for subsequent steps.
  • Address both practical (prioritization, feature deprecation, technical work) and morale-related (acknowledging emotional attachment, fostering inclusivity in decision-making) aspects.
  • For newer products, conduct a thorough post-mortem to understand the root causes of sunset and incorporate lessons learned to prevent future missteps.

Decisions

  • Sunsetting a product involves both proactive planning and reactive decision-making — Decisions should be based on technical, user-centric, and strategic markers, and communicated clearly to minimize disruption and maximize learning.

Open Questions / Follow-Ups

  • None explicitly stated; further exploration into specific stakeholder conversations can be done if needed.