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“The way we do anything is the way we do everything.”
Martha Beck

The Red Thread This Week

Why Change Fails

Most groups don't fail at change because they disagree.

They fail because they never design the conditions where disagreement can be transformed into something useful.

I watched this play out in real time this week during a board meeting for our local Little League.

We were working through bylaw changes, including one of those perennial hot-button issues: how All-Star teams are selected.

Strong opinions. Real stakes. People who genuinely cared.

And here’s what happened:

  • We hesitated to say what we really wanted.

  • We talked past each other.

  • We argued about symptoms.

Until we asked the foundational question—what is this actually for?—the entire debate was a proxy war.

We blamed rules and made scapegoats out of processes, when the real issue was misaligned purpose.

Sound familiar?

  • Maybe it's your leadership team debating strategy.

  • Your product team arguing about features.

  • Your band, or PTA, or co-founders wrestling with direction.

The pattern persists:

Different stakeholders want different things.

And we're uncomfortable naming that out loud.

So we debate the mechanics or the tactics, instead of the underlying meaning and purpose of our work.

We argue louder because it feels kind of good, and we hope consensus will emerge if we just talk long enough.

It won't.

What actually works is design.

Not more data. Not louder voices.

Design.

You have to intentionally create the conditions where:

  • People can safely say what they actually want (not just what sounds good)

  • Tradeoffs can be acknowledged without anyone feeling like they're "losing"

  • The process feels fair, even when the outcome isn't everyone's first choice

This is the real work of marketing btw — not ads and copy, but designing environments where change can occur, and travel.

If you're leading anything—a team, a community, a project, or your own next chapter—you are already trying to inflict change, somewhere, by showing up with your ideas, and desires, and assertions.

So the question isn't whether or not change is hard.

It's whether you've designed for it.

So the Red Thread this week is about how to create those conditions—in boardrooms, in teams, and in the work you're trying to move forward.

~ Jaime

🔑 The Unlock

3 Moves That Design for Change

Change doesn't happen through debate alone. It happens when we intentionally create the conditions where people can move together.

Here's what that looks like in practice:

1️⃣ Name What's Actually at Stake

Most conflicts aren't about the surface issue. They're about deeper misalignments we haven't named yet.

In our board meeting, the All-Star debate wasn't really about "player vote vs. coach selection."

It was about:

  • What we believe All-Stars is for

  • Who we're serving (the team? the individual? the league?)

  • What values we're optimizing (development? competition? inclusion?)

The move: Before you design a solution, design the question.

Ask: "What are we actually trying to solve for here?"

Not the symptom. The system.

2️⃣ Design Who's in the Room (and When)

Not every conversation needs everyone.

Some decisions require the full group. Others need a smaller team to do the upstream framing work first.

The distinction matters:

  • Framing = clarifying purpose, identifying tradeoffs, developing options

  • Deciding = choosing among those options

When you try to do both simultaneously with everyone, you get thrash; chaotic debate, circular conversations, emotional shrapnel.

The move: Create a working group to frame the problem, then bring clear options back to the full group for decision.

This isn't about excluding voices. It's about designing the handoff so everyone can contribute at the right stage.

3️⃣ Make the Shift Feel Obvious, Safe, and Urgent

People don't adopt new behaviors because they understand every detail.

They do it because something in their environment signals that movement is expected, rewarded, and safe.

Your audience needs to feel:

  • This is what others like me are doing (social proof)

  • This aligns with who I want to be (identity)

  • If I don't act, I'll fall behind (urgency)

The move: Instead of pushing harder, zoom out.

Ask: "What would make this shift feel obvious to the people I'm trying to serve?"

Then design those conditions.

📌 Remember: You rarely debate your way to getting everyone on the same page. You have to build the conditions where alignment becomes possible.

A gift for you

Last week I shared a free library of 12 high-impact AI prompts designed to help leaders, builders, and creators use AI as a strategic thinking partner (not just a productivity tool.)

If you’re planning for 2026, this will help you clarify direction, surface opportunities, and make better decisions faster.

No strings attached. Just a thank-you for being here, and a resource to help you do your best work.

💡 Mindset Shift

Stop Convincing. Start Designing.

Here's a trap a lot leaders fall into:

They think their job is to be armed to have better arguments. To be more persuasive. To win people over with logic and data.

But change isn't logical.

It's social. It's emotional. It's contextual.

In our board meeting, we didn't need better arguments about All-Star selection. Everyone already had strong, well-reasoned positions.

What we needed was a different kind of room where people could safely say what they really wanted, concede in areas without feeling like they were losing, and could trust the process.

That's design work, not debate work.

The same principle applies everywhere:

  • If you're launching a product, you don't need to “convince” people it's good. You need to design conditions where trying it feels like the obvious next step.

  • If you're building a team, you don't need to motivate people harder. You need to design systems where the right behaviors are visible, rewarded, and contagious.

  • If you're leading change, you don't need consensus. You need to be able to articulate your vision clearly, and start with the few who are leaning in.

The shift:

Instead of asking, "How do I convince them?"

Ask: "What conditions would make this the natural next move?"

Then build those conditions:

  • Show people what's possible

  • Reduce the fear of action

  • Create stories they want to belong to

  • Make progress visible and social

📌 Mindset shift: Change happens when you design for it, not when you argue for it.

🎲 Prompt Playground

The "Design for Change" Audit

Use this when you're trying to move people—whether it's your team, your audience, or a group you're leading—and the usual approaches aren't working.

Copy + paste into ChatGPT, Claude, or Gemini:

Prompt:
I'm trying to create change but people aren't moving. Help me design better conditions instead of just better arguments.

My situation:

The change I'm trying to create: [describe the behavior, decision, or shift]

Who needs to move: [your audience, team, or stakeholders]

What I've tried so far: [your current approach]

Where I'm stuck: [what's not working]

What people are saying (or not saying): [the resistance or silence you're encountering]

  1. Reframe my goal as a behavior shift, not a persuasion problem. What specific action do I need people to take, and what's currently making that action feel risky, unclear, or unnecessary?

  2. Identify what needs to be true for people to feel:

  • "This is what people like me do" (social proof)

  • "This aligns with who I want to be" (identity)

  • "If I don't act now, I'll miss out" (urgency)

  1. Suggest three environmental changes I could make that would make the desired behavior feel obvious, safe, and rewarding—without requiring me to convince anyone.

  2. Tell me what I should stop doing. What am I currently doing that's creating friction, confusion, or resistance?

  3. Give me one specific move I can make this week to shift from arguing to designing.

Bonus Prompt:
"What question could I ask that would help me understand what's really stopping people from moving—not what they say is stopping them, but what's actually in the way?"

📔 Field Notes

My internet this week

🛠️ Creator Tools

  • Summate.io — Summarize the content you follow; newsletters, YT channels, RSS, in to a beautiful daily digest.

  • Elsa AI — AI-powered marketing platform for rich ICPs, strategy, and content.

  • Hedy — Your personal conversation coach helping you think faster and communicate better, in real time.

Before You Go

Here are 3 ways I can help:

  1. 🗓️ Get 1:1 Support from Me: Need a thought partner to help shape what's next for your project or team? Let’s talk.

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  3. 🚀 Speaking Engagements & Workshops: Looking for a speaker for your next live (or virtual) event? Or someone to lead your next strategic workshop? Drop me a note.

And I could really use your help:

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Prefer Audio?

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Thanks for spending time with Red Threads this week, I’m glad you’re here :)

~ Jaime

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