Three Deals This Week: What I Observed Testing Different Approaches
"The deal where I talked the least closed the fastest. Coincidence? I'm not so sure anymore."
Observations from revenue leaders navigating the buyer-controlled era. What’s working, what’s failing, and what the data reveals about modern deal cycles.
"The deal where I talked the least closed the fastest. Coincidence? I'm not so sure anymore."
"He did everything right. That was the problem."
"Push harder. That's the answer to everything, apparently. I decided to watch what actually happens when a team takes that…
"I didn't close him. He closed himself. He built the case, ran the numbers, and talked himself into it while…
"I asked half the questions I normally ask. I got twice the information. Something is very wrong with how we're…
"He said 'Stop selling me.' Every instinct screamed to recover, to pivot, to salvage. Instead, I stopped. And everything changed."
"We had more demos, more calls, more touches, more everything. And we lost. The competitor who won had half our…
"I did the opposite of everything I'd been trained to do. And the deal came back to life."
"Same product. Same price. Same market. One closed in three weeks. One died after four months. The only difference was…
"You don't push. Everyone else pushes. You just... don't."