The Bootstrapped Founder

39: Roadmaps and You: Building a Future Together

Jul 10, 2020
A deep dive into why roadmaps matter and how they shape trust and direction. A look at internal versus public roadmaps and what each should include. Practical comparisons of timeline, no-dates, and Kanban formats. Candid warnings about promises that go stale and how to communicate changes. Emphasis on customer conversations, documentation, and keeping the roadmap the single source of truth.
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INSIGHT

Roadmaps Guide Plans And Build Trust

  • A roadmap both guides your internal plan and signals to customers that you'll remain useful long-term.
  • Treat a roadmap as a tool to increase clarity and trust, not as an immutable contract.
ADVICE

Use One Internal And One Redacted Public Roadmap

  • Keep an internal roadmap with details and show a redacted public version to customers.
  • Use generalized date ranges externally and retain control over visible details.
ADVICE

Pick A Flexible Roadmap Format

  • Choose a roadmap format that fits your needs: timeline, date-free (Gantt), or Kanban-style.
  • Prefer high-level dates or date-free plans to avoid brittle commitments and show task dependencies.
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