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8 Lessons Scaling Teams & AI: Tech Leadership Insights

by Lisa Park - Tech Editor

It’s been nearly a year‍ since we launched‍ Leaders⁣ of Code, a segment⁤ on ⁢the Stack Overflow Podcast where we curate candid, illuminating, and (dare we say) inspiring conversations between⁣ senior engineering leaders.

An remarkable ​roster of guests​ from organizations like Google, Cloudflare, GitLab, ⁢JPMorgan Chase, Morgan Stanley,⁤ and more joined members of our senior leadership team to compare notes on how ⁢they build high-performing⁤ teams, ⁤how they’re leveraging‍ AI and other rapidly emerging tech, ⁢and how they drive innovation⁢ in their engineering organizations.

To⁤ kick off 2026, ‍we wanted to collect some overarching lessons and common ⁢themes that‍ many of our guests touched on last year, from the importance⁢ of high-quality training ​data to why so many AI initiatives fizzle to what the ⁤trust/adoption gap tells us and⁢ how to bridge it.

Read ‍on for the most important insights we heard last year.

Poor data quality undermines⁣ even the most refined AI ⁣initiatives. That was a unifying theme of our show throughout 2025, ⁤beginning with‌ the inaugural Leaders of Code episode. in that conversation, Stack Overflow CEO Prashanth Chandrasekar and Don Woodlock, Head of Global ​Healthcare Solutions at InterSystems, explored how and why a robust data⁤ strategy helps organizations realize successful ⁤AI projects.

An out-of-tune guitar is an apt metaphor here: no ⁤matter how skilled the musician ⁤(or advanced the ⁢AI model),‌ if the instrument itself is broken or⁣ out of tune, the output will be inherently flawed.

Organizations rushing to implement‍ AI often discover ‌that their data infrastructure is⁢ fragmented across​ siloed systems, inconsistent in terms of format, and devoid of proper⁣ governance. These issues‍ prevent AI tools from​ delivering meaningful business value and proving​ their value⁣ to skeptical developers.

In⁢ the‍ episode, Prashanth and Don emphasized that ‍maintaining a ⁢human-centric approach when automating processes with ‌AI requires building trust among‌ users, wich, in turn, starts‌ with ⁢clean, well-organized data that AI⁣ systems can reliably interpret and effectively use.

Too many organizations rush into​ AI implementation without properly assessing‍ whether their ⁤ data‌ infrastructure can support it, explained Ram Rai, VP of Platform Engineering at ⁣JPMorgan chase. This overconfidence stems from a essential ‌misunderstanding: Having data is not the same as having AI-ready data. A centralized, well-maintained knowledge base is essential for getting AI initiatives off the ground successfully, ⁤yet ⁢most organizations discover this requirement only after launching poorly conceived ‍pilot projects.

Organizations often fail to evaluate whether their AI projects⁣ align with core⁤ business values. This can lead to ⁢wasted investments in tools that cannot access the internal context necessary for meaningful results. In highly regulated environments with heavy compliance⁣ requirements like banking ​and finance, Ram says his team can’t ignore the productivity benefits offered‌ by AI. At the same time, he says, they ⁢must “be ‍surgical about⁢ it,” particularly‍ when dealing with critical infrastructure where “we can’t entirely trust probabilistic AI.”

Enterprise AI models frequently⁢ hallucinate because they lack access to internal company ‌knowledge,as Ram points out:‌ “Why dose AI hallucinate? because⁢ it lacks the right context,especially your internal context. AI doesn’t know your IDP configuration, token lifetimes, your​ authentication patterns or your load balance settings, so ⁤the training data is thin on this proprietary knowledge.”

This gap between general training data and specific organizational knowledge leads AI tools to make‍ convincing-sounding but fundamentally incorrect suggestions. Gro

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AI Agents and⁤ API Design

Organizations ‌are increasingly recognizing the need to design Request Programming Interfaces (APIs) specifically for use by ⁤Artificial Intelligence (AI) ‍agents, a ​shift driven by the growing sophistication of AI and its reliance on structured data​ access.⁣ APIs built with machine readability, predictability, and thorough ​documentation are ‌proving more⁤ effective for⁢ AI integration than those designed primarily for human developers. This trend highlights the importance of API-first development and robust API governance.

API Security and the​ Rise‌ of ​AI agents

AI agents require APIs that are easily understood⁤ and consistently structured‌ to function effectively. These agents,​ unlike human⁣ developers, cannot readily interpret ambiguous documentation or adapt to unpredictable API behavior. Therefore, APIs must prioritize machine readability.

The National Institute⁣ of Standards and ⁣Technology (NIST) ​emphasizes the importance of API security, which is intrinsically ⁢linked to machine readability and predictable behavior; secure APIs are also well-defined APIs. NIST’s API Security guidance details best ‍practices for building secure and reliable APIs, many‌ of which directly benefit⁤ AI agent integration.

example: A well-defined API for ⁤a weather ​service, using a ​standardized​ schema like OpenAPI, allows an AI agent to reliably request and process current temperature data without needing ‌to ‌interpret ‌natural language descriptions or handle​ unexpected data formats.

Federal API Management and API-First Development

API-first development, where APIs are treated as core products, is ‌becoming a standard practice in many organizations, particularly those interacting with ⁤government systems. ⁣This approach ⁢prioritizes API ​design and documentation from the outset of a project.

The U.S. Government‍ Accountability Office (GAO)⁢ has reported on ​the need for improved federal API management, noting that well-managed APIs can foster innovation‍ and data sharing. The GAO’s report on⁢ Federal API Management highlights the benefits of treating apis as⁣ products, including better ‌documentation, versioning, and governance.

Detail: API-first development involves creating ​API specifications *before* writing any code, ensuring that⁢ the API is designed⁢ to meet the ⁢needs of ⁤both human developers and AI⁣ agents. This ⁤includes defining clear data⁤ schemas, ⁢error handling procedures, and authentication mechanisms.

OpenAPI‌ Specification and Machine-readable Schemas

The OpenAPI Specification (formerly Swagger) is a widely adopted standard for ‌defining RESTful APIs ‌in⁣ a machine-readable format. It allows developers and​ AI ‍agents to understand ‍the API’s capabilities, parameters,⁢ and responses without needing to consult human-readable documentation.

IBM Cloud provides resources and tools for working with the OpenAPI Specification, demonstrating ‌its industry⁤ relevance. IBM’s⁤ documentation on the OpenAPI⁢ Specification details how⁣ to create ⁢and use these specifications.

Evidence: As of January 19, 2026, over 80% of publicly ‌available REST APIs ‍utilize the OpenAPI Specification, according to API gateway⁤ provider RapidAPI. ‌ This widespread adoption underscores its⁢ importance⁢ for both human and machine consumption.

JSON-LD and‌ Data ⁢Interoperability

JSON-LD (JSON for Linked Data) is a JSON-based format for representing linked data, enhancing data⁤ interoperability between ⁣systems and AI agents. ​It provides a standardized way to describe data and its ⁣relationships, making it easier for​ AI⁣ agents ⁣to understand and process details from different sources.

The World Wide Web Consortium (W3C) maintains the JSON-LD

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