We don’t have an automation problem. We have a trust problem. And no amount of AI workflows can fix that. This week I learned a lot about anti-scaling from Will Fuentes and his team.
I learned a ton during Maestro Momentum this week. Everyone’s chasing bigger systems, more automation, faster funnels. But the most interesting ideas I heard were surprisingly human.
Here were my 3 biggest takeaways:
1) Don’t over-automate, real personalization still wins.
We’ve all been told automation is the secret to scale. And yes, it helps, until it quietly starts repelling the very people you’re trying to attract. The irony is that as everyone automates their outreach, responses, and marketing, real personalization has become the new scarcity. You don’t stand out by sending more messages, you stand out by sending one that feels written by a human who actually paid attention. The best automation isn’t replacing you. It’s making it easier for you to show up as you. If your system saves time but costs authenticity, then it’s not efficient, it’s just sterile.
2) Shrink the promise sizes, but deliver more of them.
This one flipped a switch for me. Most of us think trust is built by making bigger promises like “We’ll change the game,” “We’ll 10x your results.” But big promises actually create big skepticism. Small promises, kept consistently, create momentum of belief. People don’t trust you because of what you say you’ll do, they trust you because of what you’ve already done. So instead of selling “transformation,” try selling the next small win. Then deliver it. Then repeat. It’s not as flashy, but it compounds faster than hype ever will.
3) Measure momentum, not just motion.
We celebrate motion because it’s visible. Calls are being made, demos are happening, deals are “in play.” But motion without momentum is just noise since it’s activity that feels good in the moment but doesn’t move the deal any closer to a decision. Momentum, on the other hand, is directional. It’s what happens when every interaction actually advances the relationship and when you can feel the gravitational pull of a deal moving toward “yes.” It was important to remember that the goal of sales isn’t to stay busy. It’s to keep the deal moving forward.
What I loved about these ideas is that they’re all a little anti-scale.
They’re reminders that growth isn’t about doing more things faster, but instead it’s about doing the right things with care, consistency, and clarity.
Automation is powerful. But trust, delivery, and momentum still move markets.
So after all this, I need to step back and ask myself: Am I building systems that amplify connection or just activity?
Thanks again to Will, and the Maestro Group team like Asad Ali, Michael Valade for sharing a ton of insights that'll help us grow SendTurtle - Sign, Send, and Summarize Documents with AI!
Growth & Creative Content at Unify
1wHuge time saver!