Software Development Superstream: AI-Assisted Software Delivery
Published by O'Reilly Media, Inc.
Leverage intelligent automation across the entire software delivery lifecycle
AI continues to shape the future of software engineering and its utility extends far beyond code generation. From deployment pipelines to workflow orchestration and infrastructure automation, AI is becoming a driving force across the entire software delivery lifecycle, which makes it all the more critical to focus on where AI delivers real, sustainable value.
Join Sam Newman and leading software engineers to explore how organizations can align AI integration with pragmatic business outcomes, optimize workflows, and make informed decisions. You’ll gain insights into building a software delivery strategy that leverages AI not just at the keyboard, but across your entire technology stack.
What you’ll learn and how you can apply it
- Consider the realistic limits, capabilities, and complexities of AI within the software development lifecycle
- Understand how AI is affecting developer experience and communities, and its impact on software security
- View automation as a collaborative integration rather than a replacement for human-driven intelligence, and work with it effectively
Recommended follow-up:
- Read AI Engineering (book)
- Take Generative AI for Software Testing (live online course with Gayathri Mohan)
- Watch Building AI Agents with LangGraph (on-demand course)
Schedule
The time frames are only estimates and may vary according to how the class is progressing.
Introduction – Sam Newman (5 minutes)
- Sam Newman welcomes you to the Software Development Superstream.
Fireside Chat with Birgitta Böckeler (35 minutes)
- Birgitta Böckeler is the global lead for AI-assisted software delivery at Thoughtworks and regularly shares practical reality checks for working with AI. Join Birgitta and Sam for a conversation about the realities of AI-assisted software delivery and get your questions answered.
Navigating the Impact of AI, Developer Experience, and Communities on Software Security – Joseph Katsioloudes (35 minutes)
- Discover the impact of AI, developer experience (DevEx), and communities on software security through real-world examples derived from securely building GitHub using GitHub. Joseph Katsioloudes, a leading voice in cybersecurity and AI, provides valuable insights into the dynamic interplay between these three transformative forces, paving the way for a new era in software development and, consequently, for software security.
Break (5 minutes)
Removing the AI Bottleneck: How Autonomous Validation Scales Software Delivery – Olaf Molenveld (Sponsored by CircleCI) (30 minutes)
- AI coding assistants have shattered the symmetry of software delivery. Developers can generate code 10x faster, but testing and validation haven’t kept pace—creating a bottleneck that’s quietly eroding AI’s productivity gains. Olaf Molenveld of CircleCI explores how autonomous validation can restore balance to AI-accelerated delivery pipelines, enabling teams to ship faster with confidence. Whether you’re struggling with test debt from AI-generated code or planning your validation infrastructure for an AI-first development future, you’ll leave with concrete approaches to removing the AI bottleneck from your delivery pipelines.
This session will be followed by a 30-minute Q&A in a breakout room. Stop by if you have more questions for Olaf.
Human-Driven Intelligence: Where AI and Automation Fall Short – Pia Wiedermayer (35 minutes)
- The testing landscape is currently dominated by an AI-first mandate that often prioritizes hype over foundational strategy. Industry promises that AI technologies will fix testing, but executing flawed tests faster is not an improvement. Pia Wiedermayer, founder of Itacama GmbH, highlights why automation should be viewed as a collaborative integration rather than a replacement for human-driven intelligence. You’ll explore the realistic limits of AI tools and walk away with the insight you need to lead informed discussions about the true capabilities and complexities of AI within the software quality assurance lifecycle.
Break (5 minutes)
AI Agents Need Permission Slips – Heather Downing (35 minutes)
- MCP servers connect AI agents to enterprise systems, but most examples aren't specific about what they have access to—they just assume you know. This works until your assistant decides to reorganize your file system or email your entire customer database. Giving AI agents broad permissions is like giving a toddler car keys. Heather Downing explores authorization for AI workflows beyond role-based access control (RBAC) and discusses dynamic permission scoping, context-aware authorization, and most important, human approval gates for dangerous operations. You’ll learn to build agentic workflows that are useful enough to deploy but constrained enough to trust with production data.
AI Works, Pull Requests Don’t: How AI Is Breaking the SDLC and What To Do About It (35 minutes) – Michael Webster
- Join CircleCI engineer Michael Webster to explore how the shift from AI-assisted coding to autonomous agents strains the modern development lifecycle and individual workflows. Michael examines why rigorous practices like TDD and trunk-based development are now critical for managing increased code output and navigating nondeterministic tools. By prioritizing faster feedback loops and foundational principles like abstraction and simplicity, you can evolve your engineering discipline to obviate complexity in an era of infinite code hypotheses.
Closing Remarks – Sam Newman (5 minutes) Sam Newman closes out today’s event.
Your Hosts and Selected Speakers
Sam Newman
Sam Newman is a technologist focusing on the areas of cloud, microservices, and continuous delivery—three topics which seem to overlap frequently. He provides consulting, training, and advisory services to startups and large multinational enterprises alike, drawing on his more than 20 years in IT as a developer, sysadmin, and architect. Sam is the author of the best-selling Building Microservices and Monolith to Microservices, both from O’Reilly, and is also an experienced conference speaker.
Birgitta Boeckeler
Birgitta Böckeler is global lead for AI-assisted software delivery at Thoughtworks and a software developer, architect, and technical leader with 20 years of experience. As a software delivery consultant, Birgitta has had the opportunity to see many organizations and teams succeed, or fail, at delivering valuable software.
Joseph Katsioloudes
Joseph Katsioloudes is a leading voice in cybersecurity and AI, developing software and content that shape how developers build securely. His open source game gh.io/scg has helped 10K+ developers gain future-proof security skills. His videos, with 2.8M+ views, simplify complex security topics and deliver actionable tips to a global audience. Joseph has delivered 74 talks across 25 countries over the past four years, captivating audiences with his insights and energetic stage presence.
Olaf Molenveld
Olaf Molenveld is a seasoned technology leader with over 25 years of experience in the software industry. As cofounder and CTO of Vamp.io, he was instrumental in shaping the architecture, technology, and features of Vamp, which emerged as one of the first DevOps tools specializing in containers, Kubernetes, microservices, and progressive delivery. Following Vamp’s acquisition by CircleCI, Olaf now serves as a technology advisor in the CTO’s office, working closely with Rob Zuber, CTO, to continuously enhance CircleCI’s product offerings. His expertise and vision remain central to driving technical excellence and innovation within the organization and for its customers.
Pia Wiedermayer
Pia Wiedermayer is a systemic IT strategist, quality expert, and founder of Itacama GmbH. A certified systemic business coach with a background in business management and IT, she bridges the gap between AI-driven automation and the human systems required to sustain it. Pia specializes in building resilient delivery structures where quality is a shared cultural value rather than just a metric. She’s also a cofounder of the nonprofit GreaTest Quality and a passionate advocate for quality as a systemic value that drives both technical excellence and organizational health.
Heather Downing
Heather Downing is a passionate coder and entrepreneur. She has experience working with Fortune 500 companies building enterprise-level voice, mobile, and C#/.Net applications. She focuses on external thought leadership, encouraging fellow programmers to present on topics outside of the office and in the community. She’s an international technical speaker and cohost of the YouTube channel The Hello World Show, a weekly video series of short interviews with software masters, teaching the audience something valuable in less than 10 minutes.
Michael Webster
Michael Webster is an engineer who builds developer tools for safe and fast software delivery. For the last six years, he has worked at CircleCI on build analysis, test analytics, and build triggering systems. More recently, he's been working on applying AI to deliver higher quality and more reliable software.
