Four decades inside enterprise tech. Now on your side of the table.

Richard brings four decades of enterprise technology across IBM, Cisco, Opsware, Telstra, and 247.ai. He sold AI commercially before it was a boardroom priority and has trained more than twenty thousand technology sales executives globally.

Which means he knows exactly how vendors think, how they sell, and where the gap is between their pitch and your reality. He's based in Melbourne and runs every open workshop in person.

Richard Webbe, co-founder of Syllogism

4 decades enterprise tech · 20,000+ executives trained · IBM · Cisco · Opsware · Telstra · 247.ai

He's read the pitch. From the inside.

Most AI advice reaching boardrooms today comes from people who have something to sell. Richard has spent forty years on the other side of that conversation, building the products, training the sales teams, and shaping the pitches that now arrive in your week.

That experience is the asset. When a vendor walks into your room with an AI roadmap, Richard can name what's a real capability shift, what's a positioning play, and what's just the same enterprise sales motion in a new jersey. The workshops put that pattern recognition on the table, in your business, with you in the room.

Twenty thousand plus executives trained means the teaching is honed. He's seen the same room, the same objections, and the same wishful thinking land enough times to know where the conversation needs to go.

What he brings into the room.

01

Four decades of enterprise technology

Across IBM, Cisco, Opsware, Telstra, and 247.ai. He sold AI commercially before it was a boardroom priority, which means he can read the pitch in your room the moment it lands.

02

20,000+ executives trained

Trained more than twenty thousand technology sales executives globally. He knows exactly how vendors think, how they sell, and where the gap is between their pitch and your reality.

03

Sold AI commercially, early

Took commercial AI products to market through global enterprise vendors before most boardrooms had AI on the agenda. That early exposure is the pattern recognition you don't get from a recent pivot.

04

Every open workshop, in person

Based in Melbourne. Runs every open workshop himself. The format isn't licensed, isn't outsourced to associates, and isn't going to be either.

Where it came from.

Richard Webbe at an industry event

2026 – present

Co-founder

Syllogism

Independent AI workshops for Australian boards and leadership teams. Both founders in the room for every open workshop.

1997 – present

Founder & CEO

Esource Pty Ltd

Nearly three decades of enterprise sales transformation work for the world's largest technology vendors.

Career

Enterprise technology leadership

IBM · Cisco · Opsware · Telstra · 247.ai

Four decades across the vendors that have written the enterprise technology playbook leadership teams are still being sold from.

Same room. Same founders. Same day.

Syllogism doesn't licence the workshop format, doesn't outsource delivery to associates, and doesn't run two versions of the day. Richard is in the room with Dave for every open workshop and every in-house session. The pairing is the proof.

Read the broader story on about Syllogism, or see how the day runs on the workshops page.

Book a scoping call with Richard.

Twenty minutes to work out whether an in-house Syllogism workshop is the right shape for your leadership team or board.

Or register interest in the next open workshop.

Scope an in-house workshop

Twenty minutes with one of the founders to work out whether an in-house Syllogism workshop is the right shape for your leadership team or board.

Book a scoping call