To encourage AI adoption, Bitly's marketing team holds a weekly, low-preparation "How I AI" meeting. Team members share personal AI use cases, fostering a safe learning environment, spreading practical knowledge across roles, and helping overcome the common feeling of imposter syndrome around AI.

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.

To drive AI adoption, CMO Laura Kneebush avoids appointing a single expert and instead makes experimentation "everybody's job." She encourages her team to start by simply playing with AI for personal productivity and hobbies, lowering the barrier to entry and fostering organic learning.

To make role-playing an effective training tool, sales leaders must demonstrate vulnerability by going first in front of everyone. This signals that the goal is collective improvement, not performance evaluation, and encourages reps to engage openly without fear of judgment.

Staying current is a core leadership responsibility, not an afterthought. Wrike's CMO treats external learning—reading articles, listening to podcasts, attending events—as a scheduled, non-negotiable part of her job. She blocks her calendar weeks in advance to ensure this strategic time isn't consumed by daily tasks.

The pace of change in AI means even senior leaders must adopt a learner's mindset. Humility is teachability, and teachability is survivability. Successful leaders are willing to learn from junior colleagues, take basic courses, and admit they don't know everything, which is crucial when there is no established blueprint.

First-time leaders often feel pressure to have all the answers. Instead, they should embrace a "beginner's mind," openly admitting what they don't know. This creates a safe environment for the team to share mistakes and learn collaboratively, which is crucial for building a playbook from scratch.

To create a future-ready organization, leaders must start with humility and publicly state, "I don't know." This dismantles the "Hippo" (Highest Paid Person's Opinion) culture, where everyone waits for the boss's judgment. It empowers everyone to contribute ideas by signaling that past success doesn't guarantee future survival.

Forcing an 'AI culture' is short-sighted. The real goal is to foster a culture that prioritizes continuous growth and learning. This creates an organization that can adapt to any major technological shift, whether the internet, mobile, cloud, or AI. The specific technology is temporary; the capacity to learn is permanent.