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Index/Sales/Closing the Deal with Fexingo
Closing the Deal with Fexingo artwork

How Asking for a Pilot Program Won the Enterprise Deal

Closing the Deal with Fexingo · 2026-08-28 · 8 min

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Topics in this episode

reduce buyer risksales championpilot program salesenterprise sales negotiationtime-boxed pilot

Episode notes

In this episode of Closing the Deal, Lucas and Luna break down the story of a mid-market SaaS rep who turned a stalled enterprise negotiation around by asking for a small, time-boxed pilot program. They explore why the request worked: it lowered the buyer's perceived risk, gave the champion internal evidence, and created a natural deadline that forced a decision. Lucas and Luna walk through the specific language the rep used, the objections they anticipated, and how the pilot's success metrics were tied back to the original business case. They also discuss when a pilot is the right move versus when it can drag out a sales cycle, and how to structure the pilot so it ends with a decision, not another evaluation. If you've ever been stuck in a negotiation where the buyer keeps saying 'not yet,' this episode offers a concrete tactic to move the conversation forward without discounting or caving on price.

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