“Growth is not always about becoming more. Sometimes it is about becoming clearer.”

- Tierra Destiny

 Courageous Conversations is a private leadership platform and advisory practice supporting experienced professionals, entrepreneurs, and thought leaders as they navigate growth, transition, and expansion. Our work spans strategic positioning, media and brand elevation, and the curation of conversations, productions, and experiences that amplify voice, perspective, and impact. Through consulting, high-level production, and selective partnerships, we help leaders translate experience into authority and build platforms that reflect where they are going, not where they have been.

Join Courageous Conversations

A private platform for thought leadership on entrepreneurship and wellbeing.

Insights, features, and conversations shared with intention.

This Is Not Another Leadership Platform

Courageous Conversations exists for leaders who have already proven themselves. You are competent. You are respected. You deliver results. Yet something inside you knows the seat you are in no longer reflects the full scope of who you are or where you are headed. This platform was not built for surface level success, performance for validation, or leadership that looks good but feels misaligned.

We believe clarity, self awareness, and courage are not soft skills.

They are strategic advantages.

When Your Role Still Fits but Your Vision Has Outgrown It

Many of the leaders we work with are overqualified for their current positioning. They have spent years building companies, families, teams, and reputations. They make leadership look easy to everyone else while quietly carrying a deeper vision they have not fully expressed. This tension often shows up as overthinking, hesitation, frustration, or a question many leaders never say out loud:

Is it time to leave everything behind, or is there a way to expand from where I already stand?

Courageous Conversations exists to answer that question with clarity.

What Courageous Conversations Is

This work is not about doing more. It is about positioning differently. Courageous Conversations is a space for leaders who value presence over performance, discernment over noise, and alignment over urgency. It is where self awareness is treated as leadership currency. Where courage is understood as a daily practice, not a personality trait. And where leaders learn to trust themselves again without burning everything down to start over.

Meet Tierra Destiny Reid

Tierra Destiny Reid is the Founder of TDR Brands International and the creator of Courageous Conversations.

With over 17 years as a full time entrepreneur and experience spanning consulting, media production, negotiation, and global leadership work, Tierra brings a rare blend of strategic rigor and lived depth.

Her work is shaped by real world leadership, marriage and divorce, motherhood, therapy, faith, global travel, and the discipline required to build and rebuild at a high level.

Tierra is known for helping leaders translate who they are and what they carry into clarity, authority, and aligned visibility without abandoning integrity or forcing outcomes that are not theirs.