Fractional AI Leadership & Advisory
I design systems and organize programs with one objective in mind: Keep entrants from taking your customers.
AI’s coming for 60% of tasks in 10 years. While others scramble, I’ll show you how to turn it into practical innovation—new products, better offerings, real growth. I embed AI into your strategy, obsessed with what your customers need and relentless about reinventing what you sell. You don’t just keep up—you pull ahead, fast. Still standing? You’re ready for anything. Call me—we’ll make it happen.
There is no doubt. The shift is here.
Today, companies lean on patchwork AI fixes—assigning it to IT teams, marketing managers, sales silos, chasing trendy tools like agents or assistants, or drafting static ‘AI plans’ that gather dust as markets sprint ahead.
These half-measures fail because they’re reactive, not visionary. They miss the scale of disruption—90% task automation in 25 years, economic upheaval, and skill shifts—leaving firms exposed to competitors who move faster and think bigger and provide similar value with none of your bloat.

Contact Drew to Get Started

"Meeting with Drew feels like business therapy" Appointments

The Windmill Strategy
AI is like the wind—gentle or fierce, but always impossible to hold back. A storm that waits for no one…
  • Tuning into your customers: Deep, face-to-face engagement that uncovers the unspoken truths.
  • Listening to your team: Real insights from the core of your operations.
  • Harnessing your unique flow: Aligning AI with your organizational DNA to propel you forward.
About Drew Prescott
  • Founded, led, and later sold an award-winning marketing and technology company.
  • Professionally trained User Experience Strategist and Technology Consultant.
  • Poet, philosopher, and amateur economist.
  • Brazilian Jiu-Jitsu Blue Belt, husband, and father.
  • Unwaveringly Christ-focused servant leader.
Transparent Pricing and Value Delivery - duh.
I offer flexible engagement models that cater to your unique needs and budget.
Why Partner with Drew Prescott, Fractional AI Innovator and Strategist?
  • You Are: A mid-sized or growing enterprise, frustrated by siloed attempts at modernization, wary of marketing hype, and determined to keep your customers from defecting.
  • I Am: A deeply invested, high-level strategist with a user-experience design background and a tech-savvy approach. My priority is to ensure you get real ROI and a fortress around your customer base in these disruptive times.
1
Strategic Vision Outpaces Disruption
I work directly with your leadership teams—CIO, CMO, and beyond—to craft a clear, actionable AI strategy that redefines your competitive landscape. By continuously questioning and reconfiguring your approach, we turn long-term static planning into a dynamic, cyclical innovation process.
2
Execution That Gets Things Done
Ideas without execution are just noise. I transform strategic insights into tangible outcomes through a well-proven process—from diagnostic assessments to a tailored, step-by-step implementation blueprint. My mission is to fill gaps and find news ones before your competitors do.
3
Customer-Obsessed Transformation
The connection to your customer is your strongest asset. I serve as both an AI Advisor and your biggest customer advocate, ensuring every AI initiative is designed to elevate customer experience and drive genuine value.
4
Cost-Effective, Flexible Expertise
Gain world-class AI leadership and innovation expertise on a fractional basis. This means high-impact, senior-level guidance without the full-time cost, allowing you to scale AI initiatives as needed while keeping capital free for growth.
AI Innovation Pipeline
Unlike traditional, one-off strategic plans, my approach is a continuous cycle of disruption-innovation and reinvention—an iterative process that evolves with your business:
Diagnose AI Readiness
Start with an initial diagnostic of your organizations maturity and readiness — considering your customer value and product delivery capabilities today.
Engage Leadership & Stakeholders
Conduct targeted interviews and strategy sessions with your leadership team to understand your aspirations, challenges, and risk appetite.
Organizational & Cultural Audit
Dive deep into your organizational DNA—analyzing processes, culture, and value creation mechanisms—to uncover hidden inefficiencies and innovation gaps.
Customer & Vendor Experience Analysis
Gather direct feedback from your customers and audit your vendor ecosystem to identify where AI can elevate service quality and operational efficiency.
AI Opportunity Mapping
Synthesize findings from our diagnostic work to map high-impact AI initiatives that not only defend your current value but also unlock new revenue opportunities.
Implementation & Integration
Develop a detailed playbook outlining each micro-step—from secure data integration and system scalability to vendor management and risk mitigation.
Resource Allocation
When your comfortable with the vision and the direction I'll create the specifications and source then lead the teams or technologies required to transform your organization.
Continuous Improvement
Establish regular performance audits, training programs, and feedback loops that empower your team to stay ahead in an AI-driven environment.
Your Future, Managed Through Disruption
Imagine transforming your business by demolishing outdated processes and reimagining every facet of your organization—slowly.
Hands-On Leadership
I work shoulder-to-shoulder with your teams to drive change from within.
Customer-Obsessed
Tailored strategies that fit your unique culture, legacy, and market challenges.