Cloud Migration Without the Chaos - A Product Manager's Approach

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Engineering Evolved

Tom Barber

11 episodes

2 days ago

Where business meets innovation and technology drives transformation. Engineering Evolved is the podcast for leaders navigating the forgotten ground between startup chaos and enterprise bureaucracy. If you're building and scaling teams at organizations in the middle — where startup rules no longer apply and enterprise playbooks are far too large — this show is for you. Hosted by Tom Barber, each episode explores the real challenges facing today's engineering leaders: scaling systems without breaking them, building high-performing teams, aligning engineering strategy with business goals, and making technical decisions that drive measurable impact. Whether you're a Director of Engineering, VP of Technology, CTO, or an IC engineer stepping into leadership, you'll find practical insights drawn from real-world experience — not theoretical frameworks that only work on whiteboards. Topics include: Scaling engineering teams and systems for growth Building effective engineering culture Bridging the gap between technical and business strategy Leadership tactics that actually work in the messy middle Making architectural decisions with limited resources Navigating organizational complexity Engineering Evolved — guiding today's leaders through the evolution of engineering. New episodes drop weekly. Subscribe now and join the conversation about what it really takes to lead engineering in the modern era.

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Technology

Cloud Migration Without the Chaos - A Product Manager's Approach

Engineering Evolved

33 minutes

1 week ago

Cloud Migration Without the Chaos - A Product Manager's Approach

Summary

In this episode of Engineering Evolved, Tom Barber discusses the critical aspects of cloud migration, emphasizing that many migrations fail due to poor planning and execution. He contrasts successful migrations, like Netflix's, with failures like TSB Bank's, highlighting the importance of treating migration as a product launch. Barber introduces the Strangler Fig pattern as a preferred migration strategy, outlines the six Rs of cloud migration, and stresses the need for effective communication and monitoring during the process. He also provides rollback strategies and discusses the importance of chaos engineering in ensuring resilience against outages. The episode concludes with key principles for successful cloud migration, urging listeners to prioritize discipline over speed.

Takeaways

Half of all cloud transformations are abject failures.
Successful migrations treat infrastructure like a product launch.
Big Bang migrations are no longer viable.
The Strangler Fig pattern allows for gradual migration.
Companies should focus on replatforming rather than refactoring.
Product managers should lead migration efforts, not project managers.
Rollback strategies are crucial for successful migrations.
Monitoring during migration is essential to avoid blind spots.
Communication failures can lead to migration disasters.
Speed in migration can lead to costly mistakes.

(00:00) - Intro
(01:02) - Title
(01:45) - The Cost of Cloud Migration Failures
(09:06) - The Six Rs of Application Migration
(14:21) - Fall Forward Architecture and Recovery Strategies
(18:54) - Monitoring During Migration
(28:25) - Communication Strategies for Successful Migration