Lenny RachitskyHost of Lenny's Podcast | Author of Lenny's Newsletter

Why relationships help you win the deal

11 Nov 2025 · 1 min

Watch on YouTube

0:40

A short spoken segment (from a YouTube video by Lenny Rachitsky) arguing that enterprise deals are won through personal relationships and direct, responsive communication (phone/text), not formal email. The speaker gives anecdotal evidence that prompt, phone/text responses build trust and can accelerate closing deals within tight timelines.

Chapters

Every single enterprise deal I have done, the deal is closed through text. It's not on email anymore. It is a relationship you're building with someone where if my enterprise client called me, I'm picking up that phone immediately, or I'm responding them to immediately because that builds so much trust. If they know they can call on you, people will turn over rocks for you. I have a client at a Fortune 10 company where I was like, it's so important we get the deal done this year. Is that possible? And she's like, it's a tall order, but if it's going to help you, let's do it. These are how enterprise deals gets done. It's relationships make it feel like you went to bat for them. Often cases, you are going to bat for them.