FOUNDER / G SQUARED ADVISORS

Greg Grand

FRACTIONAL CRO  »  SALES STRATEGIST  »  VISTAGE SPEAKER

Thirty years of enterprise sales leadership, including the Google and Apple accounts he built to $300 million. Greg embeds with your team, builds the sales infrastructure, and leads the execution until the revenue engine runs without him.

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Greg Grand, Fractional CRO and founder of G Squared Advisors

Sales should not be guesswork

As Fractional Chief Revenue Officer, Greg serves small and mid-sized businesses ready to stop guessing and start growing. He rolls up his sleeves, embeds with the team, and builds the sales infrastructure that makes revenue predictable.

30+
Years leading sales
$300M
Google & Apple accounts
14
Clients on the record
8
Years running G Squared

What Greg brings to your business

Built on structure, accountability and proven systems. As your Fractional CRO, here is the work.

Diagnose what is holding the team back

Unclear strategy, inconsistent process, or no accountability. You get the real answer in writing, with the evidence behind it.

Install structured sales frameworks

Including CASH and REAP, so your team gets clarity, confidence and a repeatable path to results.

Coach and develop your sales leaders

Building internal capability so growth continues long after the engagement ends.

AI tools that earn their place

Sharpen prospecting, automate the routine work, and put real insight in front of your reps.

Credentials and recognition

30+ Years
B2B and B2C sales leadership across technology, SaaS and professional services.
$300M
Revenue built across the Google and Apple accounts and beyond.
Google
& Apple
Built the Google and Apple accounts to $300 million in revenue.
Vistage
Speaker, trusted by CEO peer groups nationwide for sales leadership workshops.

Creator of The AI Sales Leader™

Seven programs that put AI to work for sales teams.

CASL™
CERTIFIED AI SALES LEADER

The flagship certification for VPs, CROs and sales directors.

CASH™
CERTIFIED AI SALES HUNTER

For BDRs, SDRs and AEs. Fill the pipeline and close it.

REAP™
REVENUE EXPANSION AND ACCOUNT PENETRATION

Grow revenue inside the accounts you already have.

CASC™
CERTIFIED AI SALES CONSULTANT

The consulting and advisory track.

CASX™
CERTIFIED AI SALES EXPERT

The senior consultative track.

Forum™
SALES LEADERSHIP FORUM

A founding cohort of leaders working through the AI shift together.

Workshops
LIVE WORKING SESSIONS

Ninety minute labs your team runs on real deals.

See it all
THEAISALESLEADER.COM

Full curriculum, formats and certification paths.

Explore The AI Sales Leader™

Let’s talk

If you are a CEO or business owner tired of unpredictable sales results, Greg would like to hear what is actually happening in your pipeline.

Book a 30 minute call

CONNECT  »  THEAISALESLEADER.COM  »  619-417-1100