THE DEAL PRESSURE TEST

Got a big deal coming up? Pitch it to me first.

Walk into the real meeting ready for the 5 objections your buyer will raise.

I buy and manage enterprise software for a living, so I’ll push back the way your customer will.

Book a Deal Pressure Test

When it’s worth doing

Most teams book one at one of these moments.

A deal you can’t afford to lose

A big opportunity is coming up and you want it tested first.

Test the pitch against the questions the buyer’s team will really ask.

A deal lost without a clear reason

They said timing or budget. That’s rarely the real reason.

Find out what the buyer’s team saw that you didn’t.

First time into a new sector

Selling into enterprise for the first time.

Hear the questions an enterprise buyer’s team really asks before you’re in the room.

Entering the Australian market

Entering the Australian market for the first time.

Hear how Australian enterprise buying actually works, from someone who buys.

A new product going to market

The pitch is new and hasn’t met a sceptical buyer yet.

Find the weak answers before your customers do.

WHAT YOU GET

A live session, then a one-page record.

The live session is the product. The objection list is the record. Sessions run outside business hours, Melbourne time. Working from overseas? Melbourne evenings suit the UK and Europe, and early mornings suit the US.
01

The Deal Pressure Test

You only see the pitch. The decision gets made in the meetings after you leave: finance, risk, IT support and the person burned by the last vendor. I’m the owner in those meetings. Pitch to me first.

Why me: I buy and manage enterprise software for a living, and I’m still in the seat.
Best suited toSaaS founders, sales directors and heads of partnerships at software vendors and IT service providers selling into corporate and financial services, especially Australian scale-ups on their first enterprise deals and overseas vendors entering Australia.
  • A 90-minute live session. You pitch, I push back the way your buyer will.
  • Weak answers get fixed together, in the session.
  • A one-page record: the top 5 objections, with a stronger answer to each.
  • A short check-in after your real meeting, included.
Book a Deal Pressure Test
02

Follow-up session

Optional. Book it with your first session so the second round is planned from the start. Once you’ve made fixes, re-pitch the updated version and I test it again.

Why me: Same buyer, same questions, so you can see whether the fixes hold up.
Best suited toteams who’ve made changes after the first session.
  • About 45 minutes.
  • Re-pitch the updated version, live.
  • A quick check on the objections that are left.
Ask about a follow-up
HOW IT WORKS

Simple, focused and live

This isn’t role-play. I ask the questions I’d really ask as a buyer.

1
Send the material
Your pitch deck, proposal, demo recording, pricing or implementation plan. I prepare beforehand so our time goes on judgement.
2
Pitch it to me, live
90 minutes. You pitch as if I’m the buyer. I push back, and we fix the weak answers together.
3
A one-page record
The top 5 objections a buyer will raise, with a stronger answer to each.
4
Check in after the meeting
A short check-in after your real meeting: how did it go? Included.

When you lose a deal, how often do you hear the real reason?

Test the next one first.
Send me a short note about the deal and your timing. I don’t work with organisations I deal with through my job, or use my employer’s deals or pricing.
banner-shape-1
banner-shape-2