WorkLifeHealth.design, LLC

Jacqueline Ashley, DSW, PCC

I help leaders 

lead by design.

Leadership development wasn't built with everyone in mind—it was built to maintain existing power structures.

My work addresses that gap.

I specialize in executive leadership coaching using the DESIGN Methodology—a unique integration of Emotional Intelligence, Red Team Thinking, and CliftonStrengths—for leaders ready to challenge the status quo and create cultures where people thrive as themselves. 

"I went from crippling imposter syndrome to genuine confidence as a leader. I learned that self-compassion isn't weakness, but that it's a leadership skill that helped me stop fixating on my shortcomings and start seeing myself realistically—especially when navigating spaces where I'm often the youngest or only person who looks like me in the room. Self-doubt still shows up sometimes, but I no longer question whether I deserve my success or belong in leadership spaces, even when I'm managing the additional challenges that come with that territory. I've earned my place, and I finally believe it."

—R.H., New York, NY

Coaching Services

Coaching doesn't create your potential; it reveals it and helps you use it with intention and impact.

Corporate Leadership Development

Systematic leadership transformation for organizations ready to invest in developing leaders who drive cultural change, build inclusive environments, and create sustainable organizational impact.

Individual Professional Development

Executive leadership development for change agents who want organizational impact but lack organizational support—maximizing your influence within your current sphere to drive transformation.

90-Minute Leadership Intensives

Breakthrough clarity on specific leadership challenges through focused strategy sessions—perfect for immediate insight and next steps when you need solutions fast.

"I was succeeding on paper but struggling as a leader. I could manage tasks, but I wasn't truly connecting with or developing my team—partly because I was so focused on proving myself in an environment where I often felt like an outsider.

What made the difference was working with someone who didn't just help me refine leadership tactics. Dr. Ashley took time to understand who I am holistically—my values, strengths, even the experiences that shaped how I show up and the additional challenges I navigate. That deeper understanding helped me see the kind of leader I actually wanted to be, not just the one I thought would be most accepted.

I now lead with more intention and authenticity. I've built stronger trust with my team, and I have a clearer sense of my leadership identity. If you're looking for more than management tips and want someone who understands both leadership development and the reality of navigating barriers others don't face, this is the right fit."

—A.T., London, England

Who This Work Is For


Lead yourself first. When you do, you transform everything around you.

Systemic barriers—subtle acts of exclusion, double standards, cultures that reward conformity over innovation—affect everyone, though not equally. Navigating that reality takes more than skills training.

Whether you're navigating these barriers yourself, supporting others who do, or building cultures that don't require people to shrink to belong—this work meets you where you are.

It takes strategic rigor, emotional intelligence, and strengths awareness—moving beyond surviving to thriving while transforming the systems around you.

Who you are is how you lead. What would change if you stopped conforming and started leading from who you actually are?

We use cookies to give you the best experience. Read our privacy policy regarding cookies.