How to Work With Complicated People

A Leadership Mastermind Experience

July 7, 21, 28 August 4, 11, 18 | Cost: $250

BONUS: Human Behavior Assessment (a $69 value) included

Session Time: 12:00 - 1:00 PM

Facilitated by Lettie Bailey-Johnson | Gifted By Design

Leadership Isn’t Just What You Do — It’s How You Show Up With People.

Let’s face it: working with complicated people is part of every leadership journey.


Difficult team members. Misaligned personalities. Challenging conversations. Unexpected tension.


 You can’t avoid it — but you can learn how to navigate it with clarity, confidence, and compassion.

That’s why we created the “How to Work With Complicated People” Mastermind — inspired by Ryan Leak’s powerful book How to work with Complicated People and grounded in Gifted By Design’s leadership values of:

✨ Alignment

✨ Authenticity

✨ Community Impact

This is your space to grow. To stretch. To learn. To lead better — even when leadership gets complicated.

Why This Mastermind?

Because we all work with “that person”—the one who tests our patience, challenges our values, or drains our energy. This 6-week mastermind is for leaders ready to transform those complicated relationships into opportunities for growth, empathy, and influence.Grounded in Ryan Leak’s “How to work with Complicated People”, each session equips you with emotional maturity, practical strategies, and relational intelligence to:

  • Lead yourself first

  • Navigate personality and cultural differences

  • Set healthy boundaries with grace

  • Give and receive difficult feedback

  • Build trust and collaboration

  • Walk away with a clearer sense of who you’re becoming

Week by week, you’ll grow in self-awareness and leadership clarity—so you can lead yourself first, even when others don’t change.


When you show up aligned, you create the conditions where everyone — even the complicated ones — can thrive.

How It Works

This is not a webinar. Not a class. Not another Zoom training.


This is an Interactive Mastermind Experience — facilitated by Lettie Bailey-Johnson, Certified Coach and Consultant — where you’ll:

  • Engage live with fellow leaders

  • Unpack key lessons from Complicated People by Ryan Leak

  • Practice new leadership tools

  • Reflect on your own leadership style

  • Build community with others who are doing the work

All hosted on our private Gifted By Design Leadership Hub (powered by Go High Level).

What’s Included

6-Week Live Mastermind Experience

Led by Lettie Bailey-Johnson, Certified Coach

  • Weekly live facilitated hybrid (in-person and virtual) session (60 min each)

  • Weekly guided leadership reflections

  • Team communication + coaching frameworks

  • Private discussion forum (for accountability + connection)

  • Bonus resources from Gifted By Design’s leadership toolkit

  • Participant Guide: How to Work with Complicated People 

  • Human Behavior Assessment (valued at $69)

Who This Is For

  • Team Leaders + Managers

  • Community Leaders

  • Educators + Coaches

  • Professionals across industries

  • Aspiring Leaders & Emerging Talent

If you lead people — this is for you.

If you’ve struggled with complicated dynamics — this is for you.

If you want to model leadership that builds trust, not tension — this is for you.

Why Gifted By Design?

At Gifted By Design, we believe leadership starts within — and transforms outward.

We create space for leaders to align with their values, lead with purpose, and build beloved communities.

Lettie Bailey-Johnson brings 20+ years of leadership experience and expert, and values-based coaching to every mastermind she facilitates.

This isn’t just professional development — it’s leadership transformation.

What Leaders Are Saying

"This mastermind gave me language, tools, and perspective I didn’t have before. I can now coach and collaborate in ways I never imagined."

— J. Carter, Team Lead

"The frameworks Lettie taught helped me hold space for challenging team members — without losing my alignment or compassion."

— M. Thompson, HR Director

"I’m so grateful for this work. Leading through complexity is no longer overwhelming — it’s an opportunity for growth."

— A. Riley, Community Organizer

Ready to Lead Through Complexity With Confidence?

✨ Imagine walking into difficult conversations calm, clear, and equipped.

✨ Imagine understanding complicated people — and becoming less complicated yourself.

✨ Imagine building a team culture rooted in trust and accountability.

This is your invitation.

Join the Mastermind

Limited seats available. Cohort begins soon.


You’re not alone in this work. Let’s do it together.


👉 giftedbydesign.net/about

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Gifted By Design Leadership Mastermind

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Facilitated by Lettie Bailey-Johnson