Atlassian's Chief People and AI Enablement Officer and Dropbox's VP of People Operations share lessons from enterprise AI transformation. Both companies argue AI adoption fails when treated as purely a technology initiative rather than a cultural one. Key insights include: documentation-rich, async-first cultures have a natural advantage for AI adoption; measuring 'super users' (those using advanced AI features 40+ times/week in role-specific workflows) matters more than raw adoption rates; and practical frameworks like AI Working Agreements, AI Retros, and company-wide hackathons help build experimentation culture. About 30% of Atlassian staff qualify as super users today, and 99% use Rovo daily.
Table of contents
AI is not just a tech transformation, it’s a cultural oneContext is now your organization’s moat – and it’s made of documentationStop measuring AI usage, and start measuring advanced AI usageFrom adoption to impact: our framework for AI fluencyWhat next?184 Impressions