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.

Contrary to expectations, job candidates found it easier to talk to an AI interviewer. The lower pressure of a non-human interaction allowed them to relax, be more open, and talk more freely about their experiences, leading to better outcomes.

To overcome employee fear of AI, don't provide a general-purpose tool. Instead, identify the tasks your team dislikes most—like writing performance reviews—and demonstrate a specific AI workflow to solve that pain point. This approach frames AI as a helpful assistant rather than a replacement.

The easiest way to overcome AI intimidation is to treat it like a familiar tool. Instead of trying to understand complex models, simply open a chatbot and ask a question as you would on a search engine or with a voice assistant. This lowers the barrier to entry and encourages experimentation.

Don't worry if customers know they're talking to an AI. As long as the agent is helpful, provides value, and creates a smooth experience, people don't mind. In many cases, a responsive, value-adding AI is preferable to a slow or mediocre human interaction. The focus should be on quality of service, not on hiding the AI.

For companies given a broad "AI mandate," the most tactical and immediate starting point is to create a private, internalized version of a large language model like ChatGPT. This provides a quick win by enabling employees to leverage generative AI for productivity without exposing sensitive intellectual property or code to public models.

The most effective AI user experiences are skeuomorphic, emulating real-world human interactions. Design an AI onboarding process like you would hire a personal assistant: start with small tasks, verify their work to build trust, and then grant more autonomy and context over time.

Prospects often delay contacting sales because they fear being pressured. An AI bot, positioned as a neutral information source, removes this friction. This encourages potential customers to engage earlier in the buying journey because they can get answers without the stress of a sales conversation.

Employees hesitate to use new AI tools for fear of looking foolish or getting fired for misuse. Successful adoption depends less on training courses and more on creating a safe environment with clear guardrails that encourages experimentation without penalty.