Transform Your Leadership Journey

Unlock Your Full Potential With Elite Coaching

Join our exclusive network of world-class coaches specializing in executive leadership, empathic leadership, and transformational growth.

Trusted by Global Industry Leaders

FORBESBloombergWIREDFortune

Meet The TeamYour Core Coaches

Troy Cunningham-Jackson
Executive & Legacy Strategy

Troy Cunningham-Jackson

Founder & Visionary Leadership Head

Success without peace isn’t success.
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Audrey Cunningham-Jackson
Servant Leadership

Audrey Cunningham-Jackson

Founder & Purpose-Driven Coach

Lead with purpose. Live with balance.
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Brenda O'Neill
Women in Leadership

Brenda O'Neill

EmpowerHER Coaching

Every woman has the power to lead and succeed.
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WHY SUGAR & LEATHER EXISTS

Humanizing AI by Staying Human Ourselves.

We are a company of coaches, by coaches, for coaches. Female-led, socially forward, and built on the belief that growth should be both human and high-level.

Behind the scenes, we are pushing bold ideas in AI and tech. But on the front end, we stay grounded in coaching services, because coaching is what keeps us real and what keeps technology from turning cold.

We call it “humanizing AI by staying human ourselves.”

Concierge coaching with world-class leaders
Executive & Empathic leadership training
Skool-style community (111 / 222 / 333)

Our Core Beliefs

PEOPLE ARE THE VALUE → Technology comes and goes.
QUIET DOESN'T MEAN SMALL → Clarity over noise.
SUCCESS WITHOUT PEACE → Isn't success.

Join the Network

Choose the level of support and community access that fits your journey. Cancel or upgrade at any time.

Starter / Self-Guided

$111/month
  • Content Library
  • Community Access
  • DM Moderators
  • 1 Live Broadcast/mo
Join Now

Secure payment via Stripe

Most Popular

Growth / Steering

$222/month
  • Everything in 111
  • Vote on Topics
  • Submit Topic Requests
  • Full Posting Privileges
  • Primary Q&A
Start Full Access

Secure payment via Stripe

Elite / Direct Access

$333/month
  • Everything in 222
  • Two 30-min 1:1 Sessions
  • Select Your Coach
  • Priority DM Routing
  • Priority Q&A
Join Now

Secure payment via Stripe

Voices from the Network

Real stories of transformation, resilience, and growth.

"Troy was always a true professional and excelled at every level of his position. He went above and beyond the call of duty and it was a pleasure to be associated with his team. He would be an asset to any organization."

Allen Friedman
Executive Vice President
iServe Residential Lending, LLC

"I have know Troy Jackson for many years on a personal level as well as professional. Through our years working at Verizon Wireless, Troy was my immediate supervisor as well as peer. He was one I could always look to for good input as well as to assist in anything I ever needed,"

Kyle Eisenberg
Business & Sales Operations Manager
PerfectServe

"The Sovereign Year changed the trajectory of my life. Troy helped me build a legacy, not just a business."

James T.
CEO, FinTech
Service: Executive & Legacy Strategy

"Regitza's automation package is insane. I woke up to 5 booked calls without sending a single DM."

Elena V.
Agency Owner
Service: Business Scaling

"For the first time in my life, I felt confident expressing myself openly, without shame, without apology. That confidence didn’t just change how I dressed or showed up socially, it changed how I saw myself."

Paige

"Brenda's 'Women in Leadership' series is tactical and deeply transformative. I finally got the promotion."

Sarah J.
VP of Operations
Service: Women in Leadership

"I didn't know I needed a 'Community Mom' until I met Audrey. She made me feel safe enough to grow."

Michael R.
Founder
Service: Servant Leadership

"Working with Troy gave me permission to be fully myself, not the polished version, not the socially acceptable version, but the real me. I’ve never felt more confident or more free."

Gaby

"The Tyler Model gave me my dignity back. Ethical structure for a man who wanted a real partner."

David K.
Software Engineer
Service: Men's Relational Health

"Troy is a Leader you want in this world. He cared about his company and his employees on a professional level but cared on a genuine, and personal level. He wanted to see his team do well and excel in their job and was invested in their career path. He made each member of his team feel important and showed them their value."

Colleen T.
Senior Manager
Verizon Wireless

"I had never experienced intimacy where I felt truly seen, valued, and understood. It transformed the way I connect, not just romantically, but in every part of my life."

Anonymous

"Troy was always a true professional and excelled at every level of his position. He went above and beyond the call of duty and it was a pleasure to be associated with his team. He would be an asset to any organization."

Allen Friedman
Executive Vice President
iServe Residential Lending, LLC

"I have know Troy Jackson for many years on a personal level as well as professional. Through our years working at Verizon Wireless, Troy was my immediate supervisor as well as peer. He was one I could always look to for good input as well as to assist in anything I ever needed,"

Kyle Eisenberg
Business & Sales Operations Manager
PerfectServe

"The Sovereign Year changed the trajectory of my life. Troy helped me build a legacy, not just a business."

James T.
CEO, FinTech
Service: Executive & Legacy Strategy

"Regitza's automation package is insane. I woke up to 5 booked calls without sending a single DM."

Elena V.
Agency Owner
Service: Business Scaling

"For the first time in my life, I felt confident expressing myself openly, without shame, without apology. That confidence didn’t just change how I dressed or showed up socially, it changed how I saw myself."

Paige

"Brenda's 'Women in Leadership' series is tactical and deeply transformative. I finally got the promotion."

Sarah J.
VP of Operations
Service: Women in Leadership

"I didn't know I needed a 'Community Mom' until I met Audrey. She made me feel safe enough to grow."

Michael R.
Founder
Service: Servant Leadership

"Working with Troy gave me permission to be fully myself, not the polished version, not the socially acceptable version, but the real me. I’ve never felt more confident or more free."

Gaby

"The Tyler Model gave me my dignity back. Ethical structure for a man who wanted a real partner."

David K.
Software Engineer
Service: Men's Relational Health

"Troy is a Leader you want in this world. He cared about his company and his employees on a professional level but cared on a genuine, and personal level. He wanted to see his team do well and excel in their job and was invested in their career path. He made each member of his team feel important and showed them their value."

Colleen T.
Senior Manager
Verizon Wireless

"I had never experienced intimacy where I felt truly seen, valued, and understood. It transformed the way I connect, not just romantically, but in every part of my life."

Anonymous

Frequently Asked Questions

Common questions about whole-life coaching

  • What is whole life coaching?
    Whole life coaching is an integrative approach that aligns career, leadership, relationships, finances, health, and identity rather than improving one area in isolation. At Sugar & Leather, whole life coaching is built for women leaders, executives, and founders who want growth in their work that does not cost them peace at home.
  • What is an elite coaching network for women?
    An elite coaching network is a curated network of vetted, senior coaches who specialize in different lanes — executive strategy, servant leadership, business scaling, relational health, and whole-life integration — working under one membership so a woman leader can move between coaches as her needs evolve, instead of being locked to a single practitioner.
  • How is Sugar & Leather different from Chief?
    Chief is a peer membership network for senior women executives. Sugar & Leather is a coaching network: members work directly with senior coaches across leadership, business scaling, family systems, and whole-life integration. Sugar & Leather is built around 1:1 and small-group coaching access, not peer roundtables.
  • How much does a coaching network membership cost?
    Sugar & Leather offers tiered memberships starting at $111/month for self-guided access, $222/month for the steering tier with topic input and posting privileges, and $333/month for elite direct-access including two 30-minute 1:1 sessions per month with a coach of your choice. Coaches also offer private packages with their own pricing.