To earn trust, your team needs to see your human progress bar.

💚 Welcome to the newsletter for ambitious leaders staying sharp and staying human in the age of AI.

Every edition is:

  • Curated: One standout piece I read, watched, or listened to this week + my riff on what it means for you

  • Counterintuitive: A surprising angle that shifts how you see your day-to-day.

  • Cross-pollinated: Draws unexpected connections between the worlds I live in—sales, sports, and Stanford.

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The Problem

You get your 360-degree review back and the feedback stings: You don't listen well. You rush to solutions.

In startup land, speed is the ultimate currency. Find the bug, deploy the patch, ship the update.

So, by Tuesday's team meeting, you are aggressively making eye contact. You are nodding so hard your neck hurts. You send a perfectly polished Slack message thanking everyone for their "candor." Box checked.

Not so fast.

Instead of looking like a self-aware leader, you look like an algorithm running an empathy script. You tried to fix a complex behavioral problem with the speed of a software update, and in the process, you shattered your own credibility.

The Discovery

I have the privilege of facilitating Frank Flynn’s executive communication course at Stanford GSB, and his recent research1 destroys the myth that faster is always better.

We assume acting immediately proves we are taking feedback seriously. Frank’s data shows the exact opposite.

If you change an easy, mechanical behavior quickly (like sending meeting agendas in advance), people love it. But if you try to change a complex human behavior (like becoming a better listener) overnight, your team doesn’t think you’re responsive. They think you are faking it. Believability requires visible friction.

Harvard Business School researcher Ryan Buell2 explains exactly why this happens through a concept called Operational Transparency.

Buell found that consumers trust a service significantly more when they can visibly see the "work" happening behind the scenes. Think of a travel website. If you hit "search" and it instantly spits out flight results, users are highly skeptical. But if the site shows a progress bar—visibly searching airlines, scanning databases, and doing the heavy lifting—trust skyrockets.

AI is the ultimate black box. It spits out flawless, empathetic-sounding apologies with zero visible effort. When you try to perfectly execute your 360 feedback by Tuesday, you are acting like a black box.

To earn trust, your team needs to see your human progress bar.

The Experiment

When you get tough behavioral feedback, your instinct is to prove you fixed it by tomorrow. Resist that urge.

This week, if you receive critical feedback, stop trying to show them the finish line. Show them the messy middle instead. Try these two steps:

1. Name the lag.

Instead of performing an immediate fix, explicitly buy yourself time to process the hit. Show them the system is thinking.

The Script: "I really hear this, and frankly, it's hard to digest. I want to sit with this for a few days before I react so I can actually understand my blind spots."

2. Show the progress bar in real-time.

Real change is clunky. When you inevitably slip back into your old habits, don't hide it. Call it out before they do.

The Script: "I know I committed to making space for other opinions, but I just realized I totally cut you off again. That's my bad. I'm still actively working on this. Please keep holding me accountable."

The Takeaway

When executives learn how to use AI for communication, the very first thing they try to automate is the uncomfortable stuff: the apology email, the post-360 feedback response, the perfectly empathetic Slack message.

When you try to rush personal growth to appease your team, you trade believability for speed. In an era where anyone can generate a flawless leadership script with a single keystroke, perfectly polished words hold less and less weight.

Stop trying to prove you are perfect, and start proving you are trying. Show them the progress bar.

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and saying human in the age of AI.

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