Enterprise AI Readiness: Are you ready to be fundamentally different?
- Kelly Bayer Rosmarin
- Oct 27, 2025
- 3 min read
Updated: Nov 7, 2025
The Readiness Paradox
While 78% of organizations are using AI (the fastest technology adoption in history), only 1% believe they've achieved AI maturity. Even worse, 42% of businesses scrapped most AI initiatives this year—up from just 17% last year. The real question isn't whether your organization is ready for AI. It's whether you're ready to be fundamentally different.
Three Critical Misconceptions Sabotaging AI Success
1. The Technology Trap
The Problem: Treating AI as a technology problem rather than a transformation opportunity.
Part A - Swiss Army Knife Syndrome: Organizations deploy dozens of AI tools but see zero transformation.
The Solution: Stop asking "How can AI help our current processes?" Start asking "How would we design this from day one with AI at the center?"
Part B - The Peanut Butter Approach: Spreading AI initiatives across every department instead of making concentrated efforts to transform critical workflows entirely.
The Solution: Make fewer, bigger bets. Focus on key domains—entire systems of work, not individual use cases.
2. The Investment Inversion
The Problem: Waiting to see AI results before investing in people, or believing AI can completely replace humans.
The Counterintuitive Truth: Companies achieving exponential results invest in people before demanding results, not after.
Real Example: Zapier raised salary bands to the 90th percentile before realizing AI improvements, achieving ambitious targets while increasing employee engagement 20-30 percentage points.
Key Insight: Treat AI as a colleague, not a calculator. The most valuable skill isn't using tools—it's thinking and communicating clearly about complex problems.
3. The Risk Aversion Paradox
The Problem: Being so afraid of AI mistakes that you create systems guaranteed to fail.
The Reality: A financial services company built an AI system with 94% accuracy (better than humans) but required human review of every decision—making it slower and more error-prone than before.
The Truth: The biggest risk isn't that AI will make mistakes. It's that competitors will let AI work at AI speed while you force it to work at human speed.
Three Counterintuitive Strategies for Success
1.Hire Philosophy Graduates
While everyone fights over expensive developers, smart companies recruit philosophy majors, English literature graduates, and anthropologists. You can teach AI tools in a week—you can't teach critical thinking in a year.
2. Avoid the Efficiency Fallacy
Not every efficiency use case is valuable. Sometimes the "inefficient" process of exploration and creative problem-solving leads to better outcomes than speed alone.
Stop thinking of AI as a project with beginning, middle, and end. In an AI-driven world, transformation isn't a destination—it's a permanent state of being.
The Stretch Exercise Analogy
Remember: Most people initially do what's comfortable (hands up), have 10% more when pushed, need creative thinking for 50% improvement (standing on chairs), and require system redesign for exponential gains (human pyramids). Your AI transformation follows the same pattern.
The Bottom Line
AI isn't coming to make your processes 10% more efficient. It's coming to make entirely new ways of working possible. The organizations that understand this—that stop treating AI as a technology upgrade and start treating it as a transformation catalyst—will define the next decade of business. The choice is yours. Join the 1% that are actually transforming.
Based on a talk at XLR8 2025 - Thanks to the team at Nuix for inviting me as a keynote speaker.




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