Lenny Distilled

What world-class GTM looks like in 2026

November 30, 2025

Featuring: Jeanne DeWitt Grosser (COO, Vercel)

5 quotes · 5 insights

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Systems thinking beats linear execution

Jeanne is defining "go-to-market" after being asked what the term means in the context of building revenue-generating teams.

For me, I think of it as any function that is going to touch a customer or make a dollar, and actually my remit at Vercel is that, so that includes marketing, sales, all of your technical sales roles like sales engineers or post-sales platform architects is what we call them at Vercel. It's customer success, it's support, it's partnerships.

Network effects without pricing power are mirages

When consumption-based business models started, I think you saw go-to-market shift into being meaningfully more consultative because often that first land was the very beginning of the journey and represented a very small percent of what you were ultimately going to do with that customer.

Fear of failure blocks more deals than competition

80% of customers buy to avoid pain or reduce risk as opposed to increased upside, which is a good thing for startup founders to understand. We all love to talk about the art of the possible, everything we're going to enable in the future, but that's often really a sale that's going to resonate with another founder. For everybody else, particularly enterprises. You're avoiding the risk of not making your revenue target next quarter.

Selling is problem-solving, not convincing

Excellent salespeople typically will talk well under half the time in a conversation because they're out asking questions, probing often helping a customer arrive at conclusions on their own.

Organizational structure determines product outcomes

I think you want to be able to be innovative and pivot and when you have a well-designed sales plan or a very structured sales plan, that can be challenging.

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