Serverless Craic Ep73 Liberty Mutual’s Cloud Journey to Serverless

Send us Fan MailIn this episode Dave Anderson, Mark McCann, and Michael O’Reilly revisit their time at Liberty Mutual, exploring how one of the world’s largest insurers transformed from legacy systems and SOA to cloud-native architectures and serverless-first strategies.Discover how Wardley Mapping, empowered engineering teams, and a strong cultural foundation enabled Liberty Mutual to modernise at scale and deliver business value faster.We cover:Moving from mainframes and monoliths to microservices and serverlessBuilding agile, product-led teams that own security, testing, and operationsUsing Wardley Mapping to make strategic technology betsLessons on cloud adoption, change management, and leadership in a Fortune 100 enterprise👉 If you’re a CTO, software architect, or engineering leader, this case study is packed with insights on modernisation and enterprise cloud transformation.⏱️ Chapter Markers0:00 – Introduction0:34 – Liberty Mutual in Belfast: tackling hard problems2:21 – Strategic mindset of a mutual insurance company3:49 – Early SOA systems and first encounters with cloud4:49 – Microservices before it was mainstream6:14 – Enter serverless: below the line vs above the line8:38 – Technology manifesto and cultural change10:25 – Learning from world-class infrastructure engineers13:53 – Wardley Mapping and spotting key enablers16:08 – CDK, BDD, and shifting left18:20 – Security, threat modelling, and shifting responsibilities19:58 – Product thinking and “next best action”21:31 – Working with auditors and external stakeholders22:18 – Upskilling, conferences, and internal evangelism24:08 – Business impact and scaling during COVID25:39 – Change management: it takes a village26:45 – External evangelism and organisational support27:22 – Next episode teaser: Problem Prevention Culture📚 Resources & Links🌐 The Serverless Edge https://theserverlessedge.com – Thought leadership on modern cloud🎧 Podcast on Spotify🎥 More episodes on YouTube📖 The Value Flywheel Effect – by David Anderson, Mark McCann & Michael O’Reilly https://thevalueflywheeleffect.comServerless CrAIc from The Serverless EdgeCheck out our book The Value Flywheel Effect Follow us on X @ServerlessEdgeFollow us on LinkedIn Subscribe on YouTube