From Hurdles To Highlights: A Deep Dive Into Flagstone's Platform Migration

How do you tackle transformation when your platform, processes, and commercial pressures all need to evolve at once?

In this episode of The esynergy Podcast, Andy Bold (Head of Cloud & Platform Engineering, esynergy) speaks with Lee Provoost (CTO, Flagstone) about leading a major replatforming and migration programme — and the realities behind delivering large-scale change.

Key topics covered:• Understanding the difference between commercial debt and technical debt• Breaking down large initiatives into manageable, low-risk phases• Managing bespoke legacy complexity during replatforming• Securing executive alignment and maintaining strong team dynamics• Lessons in resilience, agility, and personal well-being during transformation

This episode is essential listening for CTOs, engineering leaders, digital strategists, and anyone navigating complex system modernisation, organisational debt, or high-stakes technology delivery.

Available on Spotify, Apple Podcasts, Amazon Music, andYouTube.