AI Executive briefing

Turn AI Uncertainty into Board-Ready Decisions in 90 Minutes

Get your executive team aligned, committed, and accountable. In one facilitated session, you’ll identify your top AI opportunity, define a 90-day pilot plan, and avoid months of wasted analysis or unfunded pilots.

Start With an Executive Diagnostic

Only 5 priority sessions released each week. Led by senior AI strategists who’ve sat in the board seat.

Used by mid-market and enterprise leadership teams ($50M–$500M+)  |  Average savings: avoided $500K+ in failed AI spend  |  90 minutes, three decisions, one actionable roadmap

Too Much Noise, No Clear Direction.

Executives know AI is critical, but not where it’s creating measurable value. Without a structured, data-driven session, the result is endless debate instead of direction.

Common Leadership Questions:

Misaligned Use Cases
Are we focused on use cases that truly drive measurable ROI?

Overextended Investments
Are we investing too broadly instead of targeting the processes to operationalize now?

Technical vs. Business Relevance
Are we building to technical feasibility or real business relevance?

Lacking Executive OwnershipDo we have a leader accountable for enterprise execution, not experimentation?

Pragmatic AI Transformation Suite  |  AI Executive briefing

This Isn't a Workshop. It's a Decision-Making Sprint.

A proven, 90-minute process that replaces six months of circular debate with a high-impact executive session.This is a Decision-Making Sprint, not another slide review.

The 90-Minute Agenda

Phase
Duration
Focus
1. Opportunity Discovery
30 mins
Rapidly identify and prioritize 2–3 high-impact AI use cases tied to P&L.
2. Pilot Chartering
45 mins
Define scope, metrics, owner, and budget to move to proof-of-concept.
3. Activation Plan
15 mins
Confirm go/no-go decision and outline 90-day execution milestones.
Debate
Alignment
Decision
Within 48 hours, you’ll receive a written ROI Briefing Summary and actionable next steps.

What You Leave With (in Just 90 Minutes)

Every session delivers tangible outcomes your leadership team can use immediately. Not theory, not slides, real alignment and next-step clarity.

Leadership-Level Insight

Gain shared understanding of where AI drives measurable business value, clarity executives can act on and communicate to the board.

AI Maturity Snapshot

See exactly how your data, systems, and team readiness stack up against what’s required for ROI in the next 90 days.

Strategic Next Moves

Leave with 2–3 prioritized initiatives, clear ownership, and success metrics tied directly to P&L impact.

Decision Framework & Roadmap

Walk out with a concise, board-ready action plan that turns AI debate into execution — with measurable milestones.

95% of executives implement at least one priority within two weeks of their briefing.

Best for: CEOs, CFOs, and senior executives seeking clarity on AI ROI and alignment around a single enterprise strategy.

Results From the Field

Applied AI in Action: Major Utility Provider

One of the largest utility companies in the U.S. partnered with Pragmatic Digital to design and launch a voice-powered AI pilot.

Read the Full Case Study
recommended reading

Resources to Deepen Your Strategic Thinking

Built for decision-makers who want to dig deeper into strategy, use cases, and organizational impact.

The Executive’s Guide
to AI Strategy

What leaders need to know before investing in AI. Includes business-first frameworks, discovery questions, and a phased planning model.
Download the Guide →

Why AI Pilots Fail—and What to Do About It

Common missteps in pilot programs and how to avoid them. Great for execs managing early-stage AI efforts.
Get the Takeaways →

AI Roadmaps vs. Innovation Theater

A strategic comparison of impactful planning vs. performative innovation. Learn what separates real momentum from corporate theater.
Explore the Perspective →

Built for Executive Alignment

Each briefing is tailored to your role’s strategic lens (financial, operational, or technical) ensuring alignment that accelerates enterprise adoption.

Role
Value Proposition
CEOs & Boards
Validate AI strategy and enforce accountability.
CFOs & Risk Sponsors
Fund AI with defensible ROI metrics.
Strategy & Ops Chiefs
Sequence AI initiatives for scale and modernization.
Marketing & CX Leaders
Identify measurable use cases for customer lift and retention.

Who Leads the Session

Each session is co-led by senior facilitators with board-level experience guiding AI strategy and P&L accountability.

“Our briefings are designed to turn conversation into action, guiding teams from pilot chaos to performance clarity.”

Outcomes You Can Expect

In 90 minutes, your leadership team moves from debate to decisions—creating momentum you can feel within weeks.

C-Suite Alignment, Measured

A shared view of what AI should (and shouldn’t) do, tied to P&L outcomes, reducing competing agendas and churn.

Decision Velocity Up

Faster go/no-go calls on use cases and vendors; priority initiatives leave the room with owners and success metrics.

Pilot Waste Avoided

At least one low-value or redundant initiative is stopped before spend—freeing budget and teams for high-impact work.

Board-Ready Narrative

Clear story executives can take upstairs: where ROI is, what’s next in 90 days, and how progress will be measured.

Pragmatic’s 90-minute briefing sliced through six months of debate. We walked away with three AI bets to fund immediately... and a clear rationale for ignoring the rest.”
— CEO, Global Manufacturing Firm

Clear Value, No Surprises

One unfocused AI initiative can waste $300K+ in time, tools, and missed opportunities. The 90-minute Executive Briefing replaces debate with clarity, measurable alignment, faster ROI, and a fixed, transparent cost.

Investment

$22,500

Fixed Fee

Includes prework, 90-min executive session, deliverables, and 30-day follow-up.

Enterprise organizations: Contact us for multi-team or regional delivery pricing.

ROI Proof

Up to 20× ROI

Based on faster strategic prioritization, avoided rework, and reduced opportunity cost from misaligned initiatives.

Payback

1 Avoided Pilot

Most teams recover their investment by preventing a single low-impact or redundant AI project.

Most executive teams recover the full investment before their next board review cycle.

Continue Your AI Transformation Journey

Each stage builds measurable ROI and executive alignment. Explore what comes next after your 90-minute Executive Briefing.

Stage 0

Identify Where AI Can Deliver ROI

10–14 Days | Readiness Assessment

Pinpoint the lowest-risk, highest-impact opportunities to deliver measurable value.

Diagnose Your Fastest Path to ROI

Stage 2

Prove Value Fast With a Focused Pilot

8 Weeks | Production-Ready ROI Sprint

Build confidence with production-ready results and a 90-day payback window.

Launch Your ROI Pilot Plan

Each stage is part of the Pragmatic AI Transformation Suite, delivering measurable ROI in 90 days or less.
Trusted by Fortune 1000 boards and growth-stage executive teams across Manufacturing, Healthcare, and CPG.

The First Step Toward Executive AI Alignment

Every engagement begins with an Executive Diagnostic Call, a short conversation to confirm your team’s objectives, readiness, and desired outcomes before scheduling the 90-minute briefing.

Start With an Executive Diagnostic
We use this call to assess mutual fit and ensure we can deliver tangible outcomes for your leadership team.
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