THE AI SALES LEADER™ SUITE
AI Sales Leadership Workshops™
Hands-on, results-driven workshops that transform how your team sells. Every participant leaves with deliverables they can ship Monday.
Your sales team needs a system. And the AI skills to run it. Greg Grand’s workshops combine 30+ years of sales leadership with practical AI integration so your team walks out ready to perform on Monday morning.
The Certification Pathway
WHY WORKSHOPS
Not Another Lecture. A Working Session.
Every workshop follows one principle: participants do real work with their real data during the session. No hypothetical case studies. No theoretical frameworks filed and forgotten.
AI is embedded into every exercise. Participants use Claude, ChatGPT, and other tools live in the session. Building prompt libraries, running pipeline analyses, crafting prospect outreach, and practicing objection handling with AI coaching.
WORKSHOP FORMATS
Choose Your Format
Keynote Presentation
60 90 Minutes
Best for: CEO peer groups, offsites, conferences
Greg’s signature talk on AI-powered sales leadership. The revolution, the mistakes, and the Monday morning actions.
Half-Day Workshop
3 4 Hours
Best for: Leadership teams, sales teams, strategic planning
Deep-dive into a specific topic. Exercises, AI tool labs, participant materials, and a framework guide. Completed action plan.
Full-Day Intensive
6 8 Hours
Best for: Organizations ready for immediate transformation
Comprehensive program combining diagnostics, hands-on labs, and implementation planning. Includes Sales Health Check™ diagnostic.
Multi-Day Certification
1 2 Days
Best for: Certification-level depth in condensed time
Condensed CASL™ (2-day), CASH™ (2-day), or REAP™ (1-day) programs. Full curriculum, exercises, and certification assessment.
WORKSHOP TOPICS
8 Topics. Real Results.
AI Sales Leadership Workshop™
For: VP Sales, CROs, CEOs, Sales Directors
The flagship. Transform your sales organization with AI. Assess readiness, sharpen process, implement tools, and build your 90-day roadmap.
Value Proposition Workshop™
For: Sales teams, account executives, sales leaders
Stop feature-dumping. Build a buyer-first value proposition using the 5-Layer Framework. Includes the “So What?” test and roleplay exercises.
AI for the Sales Floor
For: VP Sales, Sales Directors, full sales teams
Cut through the noise. Which AI tools move the needle and which are hype. Live tool audit and hands-on labs.
Hunters vs. Farmers. Team Architecture
For: CEOs, CROs, VP Sales
Right people, right seats. Diagnose your team architecture and design an org structure that maximizes performance.
Pipeline Accountability
For: VP Sales, CROs, Sales Managers
From hope to process. AI-powered analysis to expose ghost deals and zombie opportunities, plus a weekly pipeline operating rhythm.
Comp Plan Teardown
For: CEOs, CROs, VP Sales, CFOs
Tear apart your current comp plan, identify misaligned incentives, and redesign for an AI-enabled selling environment. Leadership-only.
The First 90 Days. New Sales Leader Bootcamp
For: Newly appointed VP Sales, CROs, Sales Directors
Listen (Days 1-30), Diagnose (Days 31-60), Act (Days 61-90). Complete 90-day plan.
Top 12 Reasons Sales Teams Fail
For: CEOs and their sales leadership teams
Based on Greg’s signature Vistage content. Diagnostic that walks through the 12 most common ways sales organizations sabotage their own growth.
THE DIFFERENCE
Why Greg’s Workshops Are Different
Real Work, Real Data
No hypothetical exercises. Participants bring their pipeline, their prospect lists, their comp plans. Everything built in the session is usable Monday morning.
AI Is the Execution Layer
Every exercise integrates AI tools. Participants don’t just learn about AI. They use it during the workshop. They leave AI-fluent, not AI-curious.
30+ Years, Not Theory
Greg built the Google and Apple accounts at Celestica. He’s served as a fractional CRO for growth companies across industries. Every framework comes from real experience.
GROWTH PATH
Your Team’s Certification Pathway
Workshops are the starting point. For deeper transformation, The AI Sales Leader™ certification suite provides structured programs that build lasting capability.
Workshop → CASL™ (16 modules) → CASH™ (12 weeks) → REAP™ (8 weeks) → Sales Leadership Forum™
Start with a workshop. See the impact. Then invest in the system.
Ready to Put Your Team to Work?
Every workshop is customized to your organization’s challenges.
© 2026 The AI Sales Leader™ | G Squared Advisors. CASL™, CASH™, REAP™, Sales Leadership Forum™, and Sales Health Check™ are trademarks of G Squared Advisors.