Block is gutting its development teams. According to executive Owen Jennings on The a16z Show, the decades-long correlation between headcount and output has broken. The company responded by cutting 40% of its staff, targeting developers specifically. The bet is that a small team augmented by AI agents can outperform a traditional corporate hierarchy.
The new workflow centers on autonomous AI. Block built an agent harness called Goose and an internal tool named Builder Bot that autonomously writes, tests, and merges code. Humans now manage fleets of these agents, acting more as editors and context-managers than manual coders. Designers and product managers ship their own code directly to production, collapsing feature timelines.
Owen Jennings, The a16z Show:
- There's been this correlation between the number of folks at a company and the output from the company for decades and decades.
- I think that basically broke.
Block’s next phase is to kill static apps. It's deploying agent-powered tools like MoneyBot for Cash App to generate unique, on-demand interfaces for each user. A restaurant owner could get a custom-built scheduling tool on the fly, a move from personalizing data to personalizing the entire application.
However, this aggressive AI transformation faces practical friction. As discussed on the Presidio Bitcoin Jam, Block’s rollout of Bitcoin Lightning payments for Square merchants has been hampered by fragmented software across five different apps and legacy hardware. A core UX mismatch also persists: Bitcoin’s invoice system can’t handle the post-payment tipping flow standard in US retail.
Steve, Presidio Bitcoin Jam:
- Bitcoin and Lightning don't support the way people tip.
- The invoice needs to be the total amount unless you do two separate payments.
Internally, Block is reorganizing around this AI-centric future. The company’s 'Hierarchy to Intelligence' vision restructures roles around three core functions: Individual Contributor, Directly Responsible Individual, and Player-Coach, effectively eliminating traditional middle management. The goal is a company where AI agents handle internal information flow and people act as orchestrators. The test is whether this mini-AGI architecture can navigate both code and the messy reality of customer adoption.

