The AI Investment Strategies You Need to Know: Eye-Opening Insights from Jonathan Brill
November 27, 2025
Placing bets is always a risky game, and yet, everyone’s looking to do it with AI. So, how can you make the best possible bet? In the latest episode of Bringing Data and AI To Life, host and GVP Solutions Sales and Business Development at Informatica, Amy Horowitz, welcomes pioneering AI strategist and Forbes-ranked #1 Futurist, Jonathan Brill, to figure it out. Backed by his rich experience shaping technology at Microsoft and Samsung, he shares his insights on AI transformation today - from why the "octopus organization" model beats traditional hierarchies, to the four ways of thinking your teams need to master - these are the battle-tested strategies for building cultures where AI amplifies human capability rather than displacing it. This conversation reveals how to balance innovation with governance, rethink talent strategy and position your organization to compete in a world where technology has gone global.
Most importantly, this episode will challenge everything you think you know about AI transformation.
Placing bets is always a risky game, and yet, everyone’s looking to do it with AI. So, how can you make the best possible bet? In the latest episode of Bringing Data and AI To Life, host and GVP Solutions Sales and Business Development at Informatica, Amy Horowitz, welcomes pioneering AI strategist and Forbes-ranked #1 Futurist, Jonathan Brill, to figure it out - from why the "octopus organization" model beats traditional hierarchies, to the four ways of thinking your teams need to master.
What You’ll Learn
- How to reframe AI strategy from labor displacement to capturing unfilled demand
- The economics of AI and why brilliant innovation fails without a sustainable business model
- How to transform bookkeepers into data scientists and leverage reskilling rather than layoffs
- The Octopus Model: the framework that allows organizations to decentralize decision-making to frontline teams
- Why 85% of organizational transformations fail and how to get it right
- The four critical thinking frameworks organizations need: deductive reasoning, inductive reasoning, Bayesian statistical thinking and abductive reasoning
- Why psychological safety is your foundation for AI adoption
- Guarantees for employees facing displacement, adoption stalls and talent walks.
- Why innovation and encouraging the innovator mindset are mission-critical to organizations
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