Convergence.fm

Taking Control: How One Exec Team Reclaimed Their Tech Strategy


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A frustrated CEO, a legacy system no one liked, and a looming contract deadline — this episode unpacks the story of how one team broke out of vendor-driven inertia and took back control of their tech strategy. What started as confusion and friction turned into clarity and confidence, all through the power of intentional facilitation and a tightly structured two-day workshop.

You'll hear how a group of cross-functional stakeholders aligned on priorities, identified risky assumptions, and rapidly shaped a new path forward — including a validated RFP and scoring rubric — in just 16 hours. This episode is packed with practical tips for anyone facing a big, high-stakes decision with too many options and too little time.

Inside the episode...

  • A CEO's challenge with legacy tech and vendor pressure

  • How a two-day workshop turned chaos into clarity

  • The role of facilitation in accelerating strategic alignment

  • Stack ranking, 2x2 matrices, and other prioritization techniques

  • Why solo work before group discussion makes a huge difference

  • Designing better user stories from the ground up

  • Using ChatGPT to draft faster, better RFPs and rubrics

  • How to spot and de-risk your most dangerous assumptions

  • Tactical facilitation tips for running your own workshop

  • The impact of intentional structure, breaks, and focus

Mentioned in this episode

  • ChatGPT

  • RFP (Request for Proposal) templates and scoring rubrics

  • Integral's Plus/Delta/Learn framework

  • Facilitation techniques like 2x2 matrices, stack ranking, dot voting

  • Data integration planning

Unlock the full potential of your product team with Integral's player coaches, experts in lean, human-centered design. Visit integral.io/convergence for a free Product Success Lab workshop to gain clarity and confidence in tackling any product design or engineering challenge.

Subscribe to the Convergence podcast wherever you get podcasts including video episodes to get updated on the other crucial conversations that we'll post on YouTube at youtube.com/@convergencefmpodcast

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Convergence.fmBy Ashok Sivanand

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