Nail the pitch and stick the landing: How to propose & deliver major technical projects

Learn how to successfully pitch and execute major technical projects by understanding stakeholders, demonstrating business value, and creating flexible implementation plans.

Key takeaways
  • Know your audience - identify who can actually say “yes” to your project and understand their priorities, fears and goals

  • Frame proposals in terms of business value and priorities of decision makers, not engineering preferences or team pain points

  • Include detailed cost-benefit analysis with specific numbers and concrete examples of time/resource savings

  • Address risks upfront and provide clear mitigation strategies for stakeholders’ biggest concerns

  • Create incremental execution plans with immediate benefits at each stage rather than long waterfall releases

  • Build escape hatches and scope-cutting options into the plan - be ready to stop at any point while still delivering value

  • Break down technical implementation details to show exact time/effort required across teams and systems

  • Demonstrate your credibility and track record for delivering similar work successfully

  • Communicate proactively through regular check-ins, status updates and alignment meetings

  • Focus on how the project helps solve existing business priorities rather than trying to change leadership’s priorities