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Where the Dogs Of Society Howl - Long Sales Cycles, Trust & Sea Shanties
Big deals are slow, human, and messy.
We (myself & Jeff Litcofsky 😂) sit down with Jay Iannini. Jay has spent 20+ years closing complex, high-value deals in fintech, financial services, and B2B tech. His approach: solve the buyer’s business problem, not just sell the product.
We’re getting into:
→ Why long sales cycles stall
→ How to earn trust with skeptical executives
→ What breaks first when you scale sales
→ When a fractional leader beats a full-time hire
→ What AI sales tools are good for (and where they make you sound like everyone else)
A few things you should know about him.
He’s got…
The skinny
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