To foster genuine AI adoption, introduce it through play. Instead of starting with a hackathon focused on business problems, the speaker built an AI-powered scavenger hunt for her team's off-site. This "dogfooding through play" approach created a positive first interaction, demystified the technology, and set a culture of experimentation.

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To prepare for a future of human-AI collaboration, technology adoption is not enough. Leaders must actively build AI fluency within their teams by personally engaging with the tools. This hands-on approach models curiosity and confidence, creating a culture where it's safe to experiment, learn, and even fail with new technology.

For product managers not yet working on AI, the best way to gain experience is to build simple AI tools for personal use cases, like a parenting advisor or a board game timer. Using no-code prototyping tools, they can learn the entire development lifecycle—from ideation to prompting and user feedback—without needing an official AI project at work.

When employees are 'too busy' to learn AI, don't just schedule more training. Instead, identify their most time-consuming task and build a specific AI tool (like a custom GPT) to solve it. This proves AI's value by giving them back time, creating the bandwidth and motivation needed for deeper learning.

Organizations fail when they push teams directly into using AI for business outcomes ("architect mode"). Instead, they must first provide dedicated time and resources for unstructured play ("sandbox mode"). This experimentation phase is essential for building the skills and comfort needed to apply AI effectively to strategic goals.

To effectively learn AI, one must make a conscious mindset shift. This involves consistently attempting to solve problems with AI first, even small ones. This discipline integrates the tool into daily workflows and builds practical expertise faster than sporadic, large-scale projects.

To avoid chaos in AI exploration, assign roles. Designate one person as the "pilot" to actively drive new tools for a set period. Others act as "passengers"—they are engaged and informed but follow the pilot's lead. This focuses team energy and prevents conflicting efforts.

Webflow drove weekly Cursor adoption from 0% to 30% in its design team after one 'builder day' where every participant was required to demo a project. This combination of hands-on practice, peer support from champions, and clear expectations creates rapid, tangible adoption of new AI tools.

To win over skeptical team members, high-level mandates are ineffective. Instead, demonstrate AI's value by building a tool that solves a personal, tedious part of their job, such as automating a weekly report they despise. This tangible, personal benefit is the fastest path to adoption.

The most effective AI user experiences are skeuomorphic, emulating real-world human interactions. Design an AI onboarding process like you would hire a personal assistant: start with small tasks, verify their work to build trust, and then grant more autonomy and context over time.

Employees hesitate to use new AI tools for fear of looking foolish or getting fired for misuse. Successful adoption depends less on training courses and more on creating a safe environment with clear guardrails that encourages experimentation without penalty.