AI Strategy Workshop
For leaders who need AI clarity before committing resources.
If your organization is:
Under pressure from leadership or the board to show an AI plan
Stuck in POC limbo or unsure which use case to prioritize
Wants to avoid the 85% enterprise AI failure rate
Needs a defensible roadmap—not exploration theater
If your team is hearing "Where's our AI plan?" — this is the answer.
What We'll Do
Pre-Work (1 week before)
I analyze your data, constraints, customers, compliance requirements, and value levers—so we hit the ground running.
Workshop: 3 Days On-Site
Day 1 — Align the AI Strategy
(This day is leadership only.) Where does AI fit for you—and where is your competition headed?
We map business problems → value levers → risks → feasibility → constraints.
By end of day, we agree on the actual problem to solve and identify 3-4 use cases with the strongest strategic opportunity.
Day 2 — Frame High-Value Use Cases and Design Workflows
We use storyboard, digital twin, and value matrix to pressure-test each use case for customer desirability, data viability, and ROI/risk. Some survive. Some get killed. For each winner, we sketch the key workflows.
Day 3 — Build the Data Foundation
For each use case, we identify a thin slice of your data, design the RAG structure, and develop a complete data strategy.
Post-Work (1 week after)
I create and deliver all artifacts, reports, and recommendations.
What You’ll Get
Strategic clarity for your team:
Complete AI product strategy for the next 3–12 months
Alignment across leadership on priorities and path forward
For each of your 3–4 top AI initiatives:
1–2 primary use cases with storyboards showing key scenarios
Complete digital twin diagram showing data flow and AI agent handoffs (⭐ key differentiator)
Complete value matrix analysis showing risk and ROI (⭐ key differentiator)
1–2 proposed page flows showing how AI integrates into your system
RAG file structure with example
After the workshop:
30-day support
Complete expert AI strategy playbook for the next 3–12 months
Everything you need to move into POC with confidence
(Most clients immediately follow with the Snowball Sprint →)
Investment
Starting at: $65,000
(Depending on scope and complexity)
"Greg doesn't just talk about innovation—he gets his hands dirty to make it happen. He shepherded the first production-ready POC with multiple agents and laid the foundation for Sumo's AI direction. If you get the chance to work with Greg, take it."
— Brandon Borodach
Field CTO, Abstract Security
"Greg can transform a simple idea into a state-of-the-art experience. Greg's laser focus on users and letting them decide good from bad differentiates him... His in-depth understanding of technology stacks positions him into the most needed leadership space between designers and developers."
— Tejaswi Redkar
CEO & Founder (former Cisco, AppDynamics, Sumo)
"Greg consistently pushes boundaries—not just in design, but in validating AI product-market fit directly with customers to ensure every feature solved a real-world problem. I'd work with him again in a heartbeat."
— Catherine Davis
VP Product Management, Addigy
"Greg consistently works to advance practical, customer-focused solutions. His work on RAG file creation significantly improved the quality of multi-agent responses, making our AI-powered tools more reliable and useful for end users."
— Steve Berube
Technology Leader, Sumo Logic
Let’s Talk
In 30 minutes, we’ll talk through your AI challenges and see whether Snowball Sprint is the right fit. No pitch — just an honest conversation… and I’ll share a few insights, whether or not we end up working together.