Here’s something I’ve learned from pitching in boardrooms from Milan to New York:
Every decision-maker has two agendas.
The official one they share in meetings.
And the hidden one that actually drives their decision.
Years ago, I was negotiating a multimillion-euro sponsorship for an emerging sport. The contract looked straightforward: exposure, engagement, brand lift.
But something didn’t add up. Every time I addressed the CFO’s questions, the head of marketing stayed silent.
So, I asked her privately over coffee:
"What’s really going to make this a win for you?"
She paused, then admitted:
"Honestly, my reputation is on the line. I’m about to be promoted, and if this works, I’ll look like a visionary. If it doesn’t, I’m done."
Everything clicked.
From then on, I reframed the proposal to highlight how we’d make her look like the pioneer who brought innovation to the brand.
Deal closed.
Here’s the truth:
People don’t just buy products. They buy progress toward their personal goals.
Sometimes that goal is safety.
Sometimes it’s status.
Sometimes it’s legacy.
Takeaway:
Before you pitch, ask yourself:
What’s at stake for this person beyond the business metrics?
How does this decision impact their reputation, career, or sense of self?
How can I position this as the safest path to the outcome they secretly want?
Because when you uncover the hidden agenda—and align with it—you stop being a vendor.
You become the obvious choice.
- Ruggero