Stop Trying to Onboard Your Team’s AI Assistant

Key Takeaways

  • Generic AI tools often struggle in agile teams because they lack specific team context and understanding of workflows.
  • Instead of trying to “onboard” AI like a human, focus on providing targeted, “just-in-time” context for specific tasks.
  • Link AI to existing agile artifacts like user stories, backlogs, and design systems to keep it relevant.
  • Treat AI as a specialized tool, not a team member, and establish clear working agreements for its use.
  • Apply agile principles like transparency, inspection, and adaptation to continuously improve how AI is integrated.

Imagine a product team excited about using a new AI assistant. Soon, however, they find its suggestions aren’t quite right—missing key criteria, ignoring design rules, or suggesting code that doesn’t fit their system. Everyone uses the same AI, but it just doesn’t grasp how the team actually operates.

This situation highlights a common hurdle for agile product teams. These cross-functional teams, built for discovering and delivering value quickly, often find that standard AI tools don’t mesh well with their established ways of working.

The issue isn’t the AI’s power, but a mismatch between how AI systems process information and how agile teams collaborate. A frequent mistake is treating AI like a new hire needing comprehensive onboarding, overlooking the basic differences between human thinking and artificial intelligence.

A better method, suggested by an article on Age of Product, is “Contextual AI Integration.” This approach is designed to fit AI into agile environments by acknowledging the unique nature of both.

It’s crucial to understand that AI doesn’t learn or remember context like humans do. It needs specific instructions and explicitly configured information, unlike a person who absorbs team dynamics and unspoken rules over time. Trying to “teach” AI the entire development process is often less effective than giving it focused context for specific jobs.

AI struggles in agile settings for several reasons. It lacks understanding of team-specific jargon and priorities. It might optimize for easily measured metrics that don’t reflect the team’s real goals, like scheduling healthcare appointments too tightly without considering real-world unpredictability.

Teams might also resist AI if it ignores their working agreements or suggests technically correct but contextually wrong solutions. Furthermore, much critical knowledge exists informally within the team, not in documentation AI can easily access. And because agile teams constantly evolve, AI’s knowledge can quickly become outdated if not deliberately refreshed.

Contextual AI Integration offers a more practical path. Instead of overwhelming AI with information, it focuses on giving it just enough context, precisely when needed, for specific tasks.

This involves clearly defining the AI’s role for each situation (like assisting with backlog refinement, not just being a general helper). It means feeding the AI relevant, current information from existing tools like JIRA or GitHub right when it’s needed.

Crucially, this approach connects AI directly to the team’s existing practices and documents—like their Definition of Done or Working Agreements. This helps ensure AI outputs align with established standards and quality expectations.

Teams should also create clear guidelines for AI use, outlining what decisions remain human and how to handle conflicting suggestions. This fosters transparency and prevents over-reliance or under-utilization.

Different roles can apply this context-driven approach. Product Owners might connect AI to backlogs and customer feedback for insights. Developers could link AI to codebases and technical standards for relevant suggestions. Designers might feed AI the design system to generate consistent alternatives.

Success with AI integration isn’t just about using the tool; it’s about improving outcomes. Teams should apply agile principles to the integration itself: be transparent about how AI is used and what data it accesses, regularly inspect whether its contributions are helpful, and adapt the approach based on feedback and results.

Measuring success should focus on real impact, like reduced cycle times for AI-assisted tasks, better alignment of AI suggestions with team needs, and improvements in key product metrics, rather than just counting how often AI is used.

Avoid common pitfalls like spending excessive time on upfront “onboarding” for the AI, treating it like a person, letting its context data become stale, or using it as a black box without clear boundaries.

Getting started can be simple: identify a specific, high-value task for AI assistance, map out the minimum context needed, run a small experiment, and create basic working agreements. Then, review and adapt.

Ultimately, integrating AI effectively into agile teams means treating it as a powerful, context-dependent tool, not a new teammate. By giving AI focused, relevant information tied to existing workflows and artifacts, teams can leverage its capabilities without unrealistic expectations, enhancing their ability to deliver value.

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