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.
Block's CTO quantifies the impact of their internal AI agent, Goose. AI-forward engineering teams save 8-10 hours weekly, a figure he considers the absolute baseline. He notes, "this is the worst it will ever be," suggesting exponential gains are coming.
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.
Block's CTO reveals a counterintuitive lesson: reorganizing from a GM-based structure to a functional one (where all engineers report to one org) was the key to their AI transformation. This structural change had a greater productivity impact than any specific AI tool they implemented.
AI is a 'hands-on revolution,' not a technological shift like the cloud that can be delegated to an IT department. To lead effectively, executives (including non-technical ones) must personally use AI tools. This direct experience is essential for understanding AI's potential and guiding teams through transformation.
Simply instructing engineers to "build AI" is ineffective. Leaders must develop hands-on proficiency with no-code tools to understand AI's capabilities and limitations. This direct experience provides the necessary context to guide technical teams, make bolder decisions, and avoid being misled.
Block's CTO observes a U-shaped curve in AI adoption among engineers. The most junior engineers embrace it naturally, like digital natives. The most senior engineers are also highly eager, as they recognize the potential to automate tedious tasks they've performed countless times, freeing them up for high-level architectural work.
AI agent platforms are typically priced by usage, not seats, making initial costs low. Instead of a top-down mandate for one tool, leaders should encourage teams to expense and experiment with several options. The best solution for the team will emerge organically through use.
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 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.
At Block, the most surprising impact of AI hasn't been on engineers, but on non-technical staff. Teams like enterprise risk management now use AI agents to build their own software tools, compressing weeks of work into hours and bypassing the need to wait for internal engineering teams.