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How to Establish a Winning AI Playbook & Stop Implementation Churn
Jon Corshen5 min read

How to Establish a Winning AI Playbook & Stop Implementation Churn

How to Establish a Winning AI Playbook & Stop Implementation Churn
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In the pantheon of technological breakthroughs, generative AI stands as a watershed moment—a discovery that promises to reshape business landscapes with unprecedented speed and complexity.

Generative AI (GenAI) represents the most significant technological advancement since the invention of the microprocessor. This isn't just another Silicon Valley hype cycle destined to fade into obscurity—this is the moment to transform or be left behind. It's a fundamental paradigm shift, reimagining of how organizations innovate, operate, and compete.

Business leaders who fail to establish a clear, agile AI strategy will find themselves at at a significant (if not existential) disadvantage over the next 3-5 years. The time to act is now.

 

Contents
The Stark Reality of AI Adoptions
Explore adoption barriers that stifle innovation initiatives

Decoding the New GenAI Adoption Playbook

Why traditional approaches fail to keep pace with Gen AI's rapid evolution

The Winning Middle-Out Strategic Approach

Learn use-case-driven, middle-out strategies to turn AI into real, scalable business value

What It Takes for Brands to Succeed

See if you have what it takes to lead in the AI-driven future

01/04
The Stark Reality of AI Adoptions

Gen AI isn't like prior digital shifts; it's more pervasive, faster-moving, ethically complex, and cognitively challenging. It presents a unique set of new challenges that are quickly becoming significant adoption barriers.

As much as two-thirds of executives admit feeling ill-prepared to lead their companies through the AI revolution, resulting in delayed implementations, and growing risks of losing this race to more agile competitors. This uncertainty is creating significant "adoption churn"—a paralysis that threatens to leave slow-moving organizations obsolete in an increasingly AI-driven marketplace.

Majority of CEOs recognise AI's potential for businesses
87%
But only a portion of them has prepared proper strategies 
25%

Despite 87% of CEOs acknowledging AI's transformative potential, only 25% have formulated a comprehensive strategy, and just 21% of companies have policies governing its use. This disparity highlights the challenges of AI adoption: while the excitement is evident, the complexity of implementation has led to uncertainty, intimidation, and constant delays.

Common hurdles include:

  • Outdated infrastructure
  • Data quality and readiness
  • High costs and investment uncertainty
  • Lack of AI expertise and talent
  • Ethical and regulatory concerns
dialogue@2x
To thrive in the GenAI age, companies must first discard the old playbook, and develop a new approach—one that is agile, grounded in real use cases, and capable of evolving alongside the technology.

02/04

Decoding the New Gen AI Adoption Playbook

It begins with the understanding that Gen AI wasn’t invented—it was discovered. Unlike inventions that start with a clear purpose, GenAI—built on foundational models discovered years ago—is a journey of discovery, revealing new potential as we learn its capabilities. It requires exploration and nuanced understanding to exploit its full power….all while the
technology continues to advance at an increasingly faster pace!

Traditional methodologies fall short here, leaving a burning need for something that will bring a tangible outcome.

 

Why Top-Down and Bottom-Up Strategies Fail

  • Traditional top-down strategies often fall short because executives, while influential, lack the nuanced understanding of GenAI required to navigate its rapid evolution. Broad mandates become outdated before implementation is complete, leading to conservative approaches that sacrifice speed and creativity

  • On the other hand, bottom-up strategies struggle because IT teams, while skilled, may lack insight into specific business needs. The fast-paced evolution of core AI platforms can lead to early decisions becoming obsolete quickly, resulting in inefficient implementations

 

To maximize GenAI's potential, leaders must take a middle-out approach that aligns enterprise strategy with continuous learning and experimentation.

 

03/04

The Winning Middle-Out Strategic Approach 

Successful AI integration demands a nuanced strategy, a use-case-driven, balanced approach that provides enterprise-wide guidance while emphasizing continuous experimentation. Here's what it takes to build an effective GenAI adoption playbook:

  1. Identify Focus Domain(s): Align GenAI initiatives with specific business functions—such as marketing or content production—to ensure targeted, high-impact use cases.
  2. Establish Governance and Guardrails: Develop policies to guide AI testing while fostering agility. Create a safe, controlled environment for experimentation that mitigates risks without stifling innovation.
  3. Use-Case Testing and Pilot Programs: Implement proof-of-concept projects and pilots for prioritized use cases. Each pilot should have a clear hypothesis, success metrics, and a plan for learning and adaptation. Conduct continuous “Kill, Pivot, Scale” analyses to refine and evolve strategies.
  4. Leverage Open Innovation: Engage with the startup ecosystem to gather external signals and identify new opportunities. This "open innovation" approach helps enterprises understand and integrate cutting-edge AI solutions into their strategies.
  5. Propagate Learnings: Share learnings from pilots to refine enterprise-level strategies and guide infrastructure planning. Use these insights to ensure that the adoption process remains relevant and impactful.
eye@2x
This iterative, hands-on approach turns AI hype into real business value—scaling it pragmatically and affordably over time. Brands that crack this code will set the pace in the new era of AI discovery.

04/04

What It Takes for Brands to Succeed 

The power of GenAI is unquestionable, but its successful implementation requires a strategic, methodical approach. To really see its profound impact on business, companies need to walk the talk. The brands that succeed with this playbook are those that:

  • Prioritize Use Cases Wisely: Focus on use cases that promise the highest impact with minimal risk. Understanding the true potential of GenAI requires cutting through the hype (including exaggerated demos) and identifying where it can create the most value.

  • Create a Safe Sandbox for Experimentation: Address uncertainties around data security and create a space where advanced use cases can be tested safely. This becomes increasingly more complex when dealing with proprietary data, but there are easy and effective ways to solve this challenge.

  • Build Open Innovation Capabilities: One of the most powerful tools for enterprises building an AI strategy is leveraging the startup ecosystem to understand how they are using AI to solve business challenges and invent new solutions. Establishing a structured process to tap into the nearly limitless ideas within this ecosystem is essential.

dialogue@2x
Immerse your teams in the art of the possible, enable hands-on experimentation, and focus on generating real results. This is how GenAI adoption becomes a competitive differentiator—not just an aspiration, but a driver of tangible growth.

Companies must lean on their IT teams to put the right infrastructure in place while also encouraging continuous experimentation to find where the rubber truly meets the road. Those who can create a “factory” approach to testing and learning will lead the way in realizing AI's true potential.

 

Interested in how market leaders are using Gen AI for tangible growth?
Check out our latest report below ↓

 

 

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Jon Corshen

Jon Corshen is a Co-Founder & Managing Partner of Pilot44. Based in San Francisco, Pilot44 is a leading brand innovation and venture building studio, delivering growth for global clients such as Nestlé, P&G, Diageo, Sanofi and others. Jon brings 25 years of leadership developing successful enterprise and internet software companies and deep expertise spanning nearly every aspect of bringing new businesses and products to market - from product design and development to marketing, sales, and fundraising. Known for his strategic intuition and entrepreneurial zeal, Jon has a deep passion for advanced technologies, disruptive innovation, and pioneering new business and growth strategies. His career is distinguished by a consistent ability to spot opportunities, bring innovative solutions to market, and deliver meaningful growth to global organizations.

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