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  1. OnBase: Smashing Sales and Marketing Misalignments
  2. Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools
Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments · Mar 20, 2026

Generative AI requires a new leadership mindset. Success hinges on cultural change, structured adoption, and celebrating failure, not just new tools.

Treat Generative AI as an 'Artistic' Partner, Not a Deterministic Calculator

Generative AI is not a deterministic tool that provides a single correct answer. It's an "artistic" system that invents and generates, often "hallucinating." This requires a leadership mindset shift to treat AI as a creative partner that needs human judgment and verification, rather than an infallible computer.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago

Award More Company Points for Sharing AI Failures Than Successes

To accelerate organizational learning in AI, incentivize the sharing of failures. A Fortune 500 company gives employees redeemable points for sharing use cases, but offers *extra points* for detailing a failed experiment and the resulting lesson. This normalizes failure and prevents others from repeating the same mistakes.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago

Build a Cross-Functional AI 'Council' of Enthusiasts, Not a Top-Down 'Center of Excellence'

Effective AI governance starts with an "AI Council" composed of passionate users, IT, legal, and operations staff. Unlike a top-down "Center of Excellence" that dictates rules, this council's primary role is to create enabling policies and guidelines that empower grassroots adoption and safe experimentation across the organization.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago

Expect a 6-12 Month Productivity Dip Before Seeing AI ROI

Leaders must budget for a temporary negative ROI when implementing AI. The initial phase is dominated by a steep, inefficient employee learning curve that decreases productivity. True financial and operational benefits won't materialize for 6 to 12 months, a timeline that clashes with typical quarterly reporting cycles.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago

CEOs Resist AI Because They Delegate the Very Tasks It Automates

AI adoption stalls from the top because CEOs don't have automatable "tasks"; they have people who do tasks for them. Lacking hands-on use, they fail to see AI's value as a strategic "thought partner." To lead effectively, executives must personally engage with these tools for brainstorming and decision-making.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago

Generative AI's True Power Is Eliminating Workflows, Not Just Optimizing Them

The greatest wins from generative AI will come from questioning and eliminating old processes, not just making them faster. Leaders should challenge teams to use AI to "do different things" entirely, like questioning the need for a report in the first place, rather than just using AI to write it faster.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago

AI Enables Infinite White-Collar Productivity Because Idea-Based Work Is Uncapped

Unlike manufacturing, which has physical limits, white-collar work based on ideas and human interaction is infinite. AI doesn't just complete a finite set of tasks; it creates capacity for new strategies and customer engagement. Therefore, leaders should focus on upskilling for expanded roles, not on headcount reduction.

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools thumbnail

Ep. 589 | Leading through the AI shift: Why generative AI demands new thinking, not just new tools

OnBase: Smashing Sales and Marketing Misalignments·3 days ago