
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 FusionAuth
Your 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.
More about Technical Direction
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AI agents and the missing link in DevOps
AI agents aren’t just assistants anymore – they’re making decisions. Are engineers ready for the shift or are they just too skeptical?
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The 6 warning signs of overengineering
How to look for the signs of overengineering in software, why it happens, and how to prevent unnecessary complexity to build maintainable systems.
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How AI generated code compounds technical debt
“I don’t think I have ever seen so much technical debt being created in such a short period of time”
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Carving out time for large-scale engineering chores
Determine what to prioritize, set out a path, and be prepared for some hiccups along the way.
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How DeepSeek upended everything
The Chinese AI model has called into question a whole host of assumptions for the tech industry.
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Is IaC broken?
Complex rollouts and rigid procedures have taken the shine off of Infrastructure as Code. Can it be fixed?
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An introduction to vector databases
They underpin most generative AI applications, but what do you need to know about vector databases?
Top Technical Direction videos
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Documentation and AI: How to write right now
Think AI can handle your documentation? Sometimes. This talk breaks down where it helps, where it doesn’t, and what still needs the human touch.
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A safe place to land: Practical (and hyper-scale tested) advice for technical decision-making while evolving systems in place
Practical strategies for evolving systems at hyperscale while balancing innovation, stability, and reliability – featuring real-world insights from Fastly.
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Fast, informed, impactful: How to master decision-making
Master the art of efficient decision-making and turn slow, ineffective engineering decisions into a powerful competitive advantage.
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Building the AI enablement playbook
Learn how to lead AI adoption by reshaping systems, culture, and operations, not just rolling out tools.
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How to delete everything: The clean-slate approach to technical strategy
Learn how clean-slate thinking can break technical deadlocks, improve system resilience, and inspire actionable strategies for complex engineering challenges.
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In partnership with Harness
Is it time to shift cloud cost ownership left?
Why the path to faster releases and innovation starts with putting developers first.
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How engineering leadership is changing in 2025
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 Harness
How better developer experience drives results
Why the path to faster releases and innovation starts with putting developers first.