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August 12, 2025

Inside Box’s AI Fluency Strategy—And What It Means for People Leaders

When most companies talk about AI, they’re talking about tools. When Box talks about AI, they’re talking about how the entire company works.

Box’s new whitepaper makes the shift clear: this isn’t an AI initiative. It’s an AI transition—a reimagining of work, learning, and leadership from the ground up.

AI fluency at Box isn’t treated as a future goal or side program. It’s the new baseline. Like digital literacy was a decade ago, fluency is now a core operating skill—for every role, not just technical ones.

And that shift carries real implications for People leaders. Because when fluency becomes foundational, it’s no longer just a skill to build. It’s a culture to lead.

Why This Matters for People Leaders

Many HR and L&D teams are still trying to define what “AI readiness” looks like. Box is already operationalizing it—embedding fluency into workflows, responsibilities, and team behaviors.

This isn’t about teaching AI theory. It’s about helping employees:

  • Learn and collaborate with intelligent agents
  • Integrate AI into decisions, processes, and output
  • Redesign roles and expectations around new capabilities

Box doesn’t assume everyone starts from the same place. But it’s clear about where it’s heading—and it creates the cultural conditions for people to move forward.

For People leaders, that’s a cue: enablement isn’t about having the perfect playbook. It’s about asking the right questions—and helping teams grow into the answers.

From Optimization to Amplification

Box isn’t focused on shaving hours off processes. It’s focused on unlocking new possibilities.

The result isnʼt just doing more with less. Itʼs achieving what was previously unimaginable — Aaron Levie

This is the shift: from saving time to creating time—for coaching, experimenting, and leading.

AI takes on the repetitive work. Fluency multiplies what your people can do.

What Fluency Looks Like Across Box

Box shares tangible use cases across teams—not prototypes, but real practice:

  • HR: Faster onboarding and benefits support
  • Customer Success: 50% faster internal knowledge delivery
  • Sales: 2+ hours saved per RFP via AI-generated drafts
  • Support: 30% reduction in ramp time for new agents
  • Marketing: Doubled content cycles through AI support
  • Legal: Accelerated contract analysis and eDiscovery

Crucially, these examples aren’t siloed. They’re shared in team channels, OKRs, and company all-hands—creating visible learning loops that normalize experimentation and reward fluency.

From Guilt to Celebration

In many orgs, AI is still met with hesitation—or even guilt. People worry about “cheating,” doing it wrong, or being seen as lazy.

Box takes the opposite approach: it celebrates AI-enabled wins, not just outputs. It rewards discernment, initiative, and experimentation—not perfection.

That kind of cultural shift matters. Fluency can’t grow in silence. It needs visibility, validation, and feedback.

What People Leaders Can Learn from Box’s Approach

This isn’t just Box’s story. It’s a roadmap for any People leader navigating the AI transition.

1. Train for fluency, not just tools Box equips teams to think with AI—not just use it. That means training in prompting, verification, and judgment—not just platform walkthroughs.

2. Normalize experimentation, then scale it Prompt libraries, internal AI Days, and team showcases help turn early adopters into culture carriers. Fluency becomes part of the way people work and learn together.

3. Redefine performance, not just proficiency Fluent employees aren’t just faster—they’re more adaptive. People teams will need to rethink how they define success, evaluate impact, and support growth in an AI-powered workplace.

4. Anchor governance in enablement Box balances safety with autonomy. Human-in-the-loop is still the default—but employees are trusted to explore within clear guardrails. That trust enables scale.

5. Design for catalysts, converts, and anchors Not everyone in your org will move at the same speed. Box’s maturity curve—and your own learning hierarchy—should reflect the reality that fluency is personal, situational, and evolving.

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