Hey Niepodam,

Two weeks ago, I watched a rep lose a deal in real time.

Let’s call her Sarah.

She was 25 minutes into a demo. The prospect was nodding along, asking questions, leaning forward; all the signs were there.

Then, out of nowhere, the prospect asked: “So… how would this work with our existing tech stack?”

Simple question, right? But Sarah wasn’t ready.

She’d just been answering another objection about budget, and her brain was still there.

• She scanned her notes.
• Scrolled through a slide deck.
• Opened a Google Doc for integration details.

By the time she found the answer, the energy had shifted.

• The nodding stopped.
• More questions came up.
• The “let’s circle back next quarter” was inevitable.

This is exactly when we decided with the managing team to implement WINN.AI's vibe selling and change the game.

Because with their real-time capabilities, Sarah wouldn’t have had to search.

She would have seen:

• Live cue: “Integration with X, see case study #2.”
• Playbook step: “Highlight quick onboarding here.”
• Instant context: “This prospect’s tech stack = [CRM, ERP, API tool], mention seamless compatibility.”

She could have answered on the spot, keeping the energy alive and the trust intact.

Instead of checking every single note, she could stay in the conversation.

WINN.AI caught every key point as it happened, in real time. Not just transcription, but:

• Pinpointing objections and buying signals
• Tracking the sales playbook step-by-step
• Auto-filling the CRM before the call even ended
• Handing her a clean, ready-to-send follow-up

The next call we did together?

Sarah didn’t search through her notes once.

All the answers were there, live.

That’s the power of vibe selling: You’re not chasing the conversation, you’re in it.

• The playbook isn’t in a binder: It’s on your screen, updating in real time.
• You’re not flipping between tabs: The right answer surfaces the moment you need it.
• You’re not missing signals: Objections, key points, and next steps are captured instantly.

Here’s the truth: deals don’t die because reps don’t know the answer.

They die because the moment slips away before the answer lands.

When you’re in vibe selling mode, that moment doesn’t slip.

You keep the flow. You keep the trust. You keep the deal moving.

If you’ve ever felt that sinking feeling when a call’s energy vanishes, you already know why this matters.

Here’s how WINN.AI makes vibe selling your default.

Alan "Modern Seller" Ruchtein.

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