About Me

Hi, I'm Alessandro Di Grazia.

For nearly twenty years I've worked in B2B tech sales, through companies like Vodafone, IBM, Talent Garden, to my current role as Sales & GTM Leader of iSquared at Var Group.

I'm not a guru, consultant or influencer: I'm simply a sales professional who understood how artificial intelligence can make a real difference in a seller's daily work.

I created this digital space to share the tools I use daily and the strategies that transformed my sales approach. At iSquared, I lead the go-to-market strategy to help mid-market companies transform AI potential into measurable performance, combining business-first strategy, technical excellence and organizational enablement.

Current role

Sales & GTM Leader — iSquared (Var Group)

Experience

Nearly 20 years in B2B tech sales

2 published books

Available on Amazon IT and EN

Focus

AI/GenAI for enterprise, outcome-based selling

What you'll find on this site

No abstract theories or academic concepts — just concrete tools for B2B sellers dealing with complex sales cycles every day.

Ready-to-use prompts

To automate repetitive tasks and focus on high-value interactions.

Outcome-based selling

To structure proposals focused on measurable client outcomes.

Practical strategies

To integrate AI into B2B sales processes at every stage of the cycle.