
High-Stakes Transformations with Allan Sampson
From Tech Waka Podcast by Tech Waka Podcast
November 25, 2025 · 37 min · Season 1 · Episode 36
About this episode
Allan Sampson discusses the challenges of large-scale transformations and how to navigate them effectively.
Transformations don’t fail because of slide decks – they fail in the messy middle, where people are stressed, alignment drifts, and hard problems finally make their way to the top. In this episode, Jakub sits down with Allan Sampson, Executive General Manager – New Zealand at Gentrack, who has spent more than two decades leading large-scale software and business transformations in the energy and utilities sector. Allan shares what really makes transformation programmes hard: complex vendor–client dynamics, misaligned expectations, fragile governance, “watermelon” reporting, and the human reactions to sustained pressure. He talks through how he thinks about leaders, steady “followers”, and detractors on a programme, and what it takes to build trust and psychological safety without turning work into a comfort zone. You’ll hear practical ways to: Read what’s really going on beneath the project reports Build authentic leadership that people trust under pressure Navigate escalations, conflict, and clashing personalities Use the forming–storming–norming–performing model in real teams (including the often-ignored “adjourning” stage) Recognise and manage stress in yourself and your…
People in this episode
Host: Jakub
Guest: Allan Sampson
Topics covered
- transformation
- leadership
- stress management
- team dynamics
- vendor-client relationships
- psychological safety
Keywords
- transformation
- leadership
- stress
- team dynamics
- governance
- conflict resolution
- psychological safety
- vendor-client dynamics
Sponsors
Wires Uncrossed
Mentioned in this episode
Organizations: Gentrack
More episodes of Tech Waka Podcast
- The Search Is the Job: What Nobody Tells You About Exec Roles in NZ · June 1, 2026 · 29 min
- What If the Agent Gets Promoted? Joekub Joins Tech Waka · May 17, 2026 · 25 min
- "Quit If Your CEO Isn't Using AI" with John-D Trask · April 13, 2026 · 40 min
- 27% More Productive or Just Working Weekends? The Real Impact of AI on Dev Teams with Lauren Peate · March 30, 2026 · 38 min
- What CTOs Need Help With - with Daniel Walters · March 16, 2026 · 33 min
- Stop Scaling Functions, Start Scaling the Journey with Sarah Clearwater · March 2, 2026 · 40 min
Explore listener stats, chart rankings, contacts and more on the Tech Waka Podcast podcast page.