About

ABOUT

Greg Grand

Founder of G Squared Advisors. Fractional CRO. Vistage Speaker. Creator of the CASL™ certification and The AI Sales Leader™ framework.

Greg Grand speaking at Vistage CEO roundtable on AI sales leadership

Three Decades of Building Revenue

Greg Grand has spent more than 30 years on the front lines of B2B sales. Building teams, closing enterprise deals, and scaling revenue engines from startup to nine figures. He has led sales organizations across technology, SaaS, professional services, and manufacturing, working with companies ranging from high-growth startups to Fortune 500 enterprises.

As a Fractional Chief Revenue Officer, Greg brings executive-level sales leadership to growing companies without the overhead of a full-time hire. He embeds directly into the organization. Running the sales meetings, coaching the reps, building comp plans, and installing the systems that create real accountability.

THE MISSION

Why Greg Built The AI Sales Leader™

After three decades in the trenches, Greg saw the same pattern emerge: the leaders who adopt new tools first always win. AI is the biggest shift in sales since CRM. And most leaders aren’t ready.

The Problem He Saw

Sales leaders were hearing about AI everywhere but had no structured path to actually implement it. Vendors were selling tools. Nobody was teaching leadership in the AI era.

The Solution He Built

The CASL™ certification and the complete AI Sales Leader™ suite. Programs that combine decades of real-world sales leadership with practical AI integration.

EXPERTISE

What Greg Brings to Every Engagement

Revenue Strategy

Building and scaling revenue engines with clear KPIs, territory plans, and comp structures that drive the behaviors you need.

AI Integration

Practical frameworks for adopting AI into prospecting, qualification, forecasting, coaching, and pipeline management.

Leadership Development

Building first-line managers into true coaches who can develop talent, manage performance, and lead with data.

Team Building

Hiring hunters and farmers, designing comp plans, installing accountability systems, and building sales culture from the ground up.

I’ve spent 30 years building sales teams that win. AI is the single biggest force multiplier I’ve seen in my career. The leaders who put it to work now will own their markets. The ones who wait will wonder what happened.
Greg Grand
Founder, The AI Sales Leader™

Work With Greg

Whether you need a Fractional CRO, keynote speaker, or want to certify your sales leaders through the CASL™ program. The first step is a conversation.

© 2026 The AI Sales Leader™ | G Squared Advisors