Why Big-Bang Rewrites Fail

In this podcast, Michael Stiefel spoke with Chris Richardson about using microservices to modernize software applications and the use of artificial intelligence in software architecture. We first discussed the problems of monolithic enterprise software and how to use microservices to evolve them to enable fast flow - the ability to achieve rapid software delivery. The discussion also focused on some of the key problems in accomplishing this. We also discussed how greenfield development fails because you can wait years for your product to be validated in a rapidly changing business environment. Then the discussion focused on the problems using generative artificial intelligence in understanding an existing code base as well as the usefulness of artificial intelligence in architecting systems. Read a transcript of this interview: https://bit.ly/4qQpkbb Subscribe to the Software Architects’ Newsletter for your monthly guide to the essential news and experience from industry peers on emerging patterns and technologies: https://www.infoq.com/software-architects-newsletter Upcoming Events: QCon London 2026 (March 16-19, 2026) QCon London equips senior engineers, architects, and technical leaders with trusted, practical insights to lead the change in software development. Get real-world solutions and leadership strategies from senior software practitioners defining current trends and solving today's toughest software challenges. https://qconlondon.com/ QCon AI Boston 2026 (June 1-2, 2026) Learn how real teams are accelerating the entire software lifecycle with AI. https://boston.qcon.ai QCon San Francisco 2026 (November 16-20, 2026) https://qconsf.com/ The InfoQ Podcasts: Weekly inspiration to drive innovation and build great teams from senior software leaders. Listen to all our podcasts and read interview transcripts: - The InfoQ Podcast https://www.infoq.com/podcasts/ - Engineering Culture Podcast by InfoQ https://www.infoq.com/podcasts/#engineering_culture - Generally AI: https://www.infoq.com/generally-ai-podcast/ Follow InfoQ: - Mastodon: https://techhub.social/@infoq - X: https://x.com/InfoQ?from=@ - LinkedIn: https://www.linkedin.com/company/infoq/ - Facebook: https://www.facebook.com/InfoQdotcom# - Instagram: https://www.instagram.com/infoqdotcom/?hl=en - Youtube: https://www.youtube.com/infoq - Bluesky: https://bsky.app/profile/infoq.com Write for InfoQ: Learn and share the changes and innovations in professional software development. - Join a community of experts. - Increase your visibility. - Grow your career. https://www.infoq.com/write-for-infoq