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.

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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.

Generic use cases fail to persuade leadership. To get genuine AI investment, build a custom tool that solves a specific, tangible pain point for an executive. An example is an 'AI board member' trained on past feedback to critique board decks before a meeting, making the value undeniable.

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.

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.

To accelerate company-wide skill development, Shopify's CEO mandated that learning and utilizing AI become a formal component of employee performance evaluations. This top-down directive ensured rapid, broad adoption and transformed the company's culture to be 'AI forward,' giving them a competitive edge.

Recognizing that providing tools is insufficient, LinkedIn is making "AI agency and fluency" a core part of its performance evaluation and calibration process. This formalizes the expectation that employees must actively use AI tools to succeed, moving adoption from voluntary to a career necessity.

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 key to driving AI adoption at Block was leadership by example. CEO Jack Dorsey and CTO Danji Prasana use their internal AI tool, Goose, daily. They argue this hands-on approach provides more insight into organizational workflow changes than any top-down mandate or analysis of industry reports.

To transform a product organization, first provide universal access to AI tools. Second, support teams with training and 'builder days' led by internal champions. Finally, embed AI proficiency into career ladders to create lasting incentives and institutionalize the change.