Latest
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What leaders get wrong about the latent cost of technical debt
Where do leaders go wrong with tackling tech debt?
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In partnership with Uplevel
Measure first, migrate later: Lessons from a 230% velocity boost
Matt Buckley, VP of Engineering at Avalara, shares how his team used data to modernize legacy deployment processes.
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Turning multi-agent AI into strategic business leverage
Using AI to help bolster business strategy, not just for the sake of it.
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In partnership with FusionAuthYour guide to getting started with passkeys
Learn how to build a pragmatic AI strategy without chasing hype-driven distractions.
Editor’s picks
October 15-17, 2025
Big names joining the New York lineup! 🔥
Essential reading
How to build an effective technical strategy
Building a tech strategy requires a lot of moving parts. Learn about what routes to take and whether decisions should be top-down.
On our Technical Direction playlist
Modernizing legacy systems: A technical strategy for evolving monoliths into modern architectures at HelloFresh
Gain insights into transforming legacy systems into scalable architectures, with practical strategies for balancing stability, managing technical debt, and enabling growth opportunities at HelloFresh.
Technical Vision vs. Technical Strategy: The difference and why it matters
Jonathan Maltz digs into the nuts and bolts of setting a successful technical strategy. Startin by talking about the difference between technical vision and technical strategy.
How to implement platform engineering at scale
In this webinar, we’ll hear from enterprise engineering leaders who’ve overcome cultural barriers and team silos, and successfully adopted platform engineering practices in their orgs.
Good technical debt
Jon Thornton discusses how this framework was used to rapidly build and ship Squarespace’s Email Campaigns product in less than 15 months. Along the way, you’ll get several practical guidelines for how tech debt can supercharge your technical investments.
Creating, defining, and refining an effective tech strategy
Having a defined tech strategy creates alignment and keeps everyone on the same page. So how can you ensure yours is most effective? Panelists Anna Shipman, Randy Shoup, Papanii Nene Okai, Nimisha Asthagiri and Anand Mariappan share their tips.
Agendas for New York events are live!
Lineup includes Addy Osmani, Kevin Goldsmith, Robin Bonatesta, and more…
New York • October 15 & 16, 2025
More about Technical Direction
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Understanding the ‘Cambrian explosion of generative AI tools’
And other themes from the latest Thoughtworks’ Technology Radar
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Breaking down the WordPress drama
A dispute has riven the WordPress community in half, how does this impact developers?
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Build an AI roadmap that actually delivers value
There are lots of things to consider before you dive into the world of AI. If you want to do it correctly, consider these core elements.
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How to craft a realistic technology roadmap
Technology roadmaps are difficult things to navigate. Having a realistic approach can save you a lot of time and energy.
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5 questions to ask when buying a feature management tool
Helping you assess the best tools in the market.
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5 signs you’re ready for feature management and experimentation
Are you ready to take the next step?
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How to choose the right generative AI vendor
With so much out there, it’s difficult to know which vendor is right for your company. Here are some things to get you started.
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In partnership with YLD
How to get started with GenAI
Successful adoption of Generative AI starts with a solid foundation, both with your data and your people.
Top Technical Direction videos
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In partnership with SwarmiaWhat are qualitative productivity metrics – and how do we measure them?
If your team is hitting key delivery metrics, we assume everything in the lifecycle before production is sound. However, we know that traditional metrics only tell half the story.
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In partnership with CircleCIHow to build experimentation into your technical roadmap
This webinar is for engineering leaders who believe that a strong culture of experimentation drives innovation – and who want to convince peers and stakeholders that it should be part of your technical strategy
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In partnership with HarnessIs infrastructure as code still fit for purpose?
Explore challenges with Infrastructure as Code, strategies to optimize its management, roles of DevOps teams, and tools for scaling complex multi-cloud environments effectively.
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From cost to impact: Leading through infrastructure investment decisions
This session explores tools like SLOs, KPI Trees, and the FinOps culture to make cost management a shared responsibility across the organization.
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Modernizing legacy systems: A technical strategy for evolving monoliths into modern architectures at HelloFresh
Gain insights into transforming legacy systems into scalable architectures, with practical strategies for balancing stability, managing technical debt, and enabling growth opportunities at HelloFresh.
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Ice, confusion, and the 38,000ft crash
Uncover the critical lessons from AF 447’s final moments – how small factors spiraled into disaster and what it teaches us about building resilient systems.
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Launching a Gen AI powered travel companion: A case for tiger teams
Explore Booking.com’s journey in launching a Gen AI travel companion in 3 months, powered by a tiger team approach for rapid, focused product development and innovation.
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What your browser can teach you about software security
Explore how browsers securely handle untrusted code and uncover valuable lessons for designing robust systems from a security engineer’s perspective.