Working with Me

Five to six months of one-on-one coaching. We get clear on what's true for you, then build a way forward that fits your actual life and is fully your own.

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Black-and-white photo of Will Oldfather laughing, holding a cup of coffee

How Coaching Works

Coaching is a partnership. Together, we’ll:

See the landscape clearly

We start with what’s happening now: what’s working, what’s not, and the patterns beneath the surface story. This helps name the real tension you're facing, so you can respond from clarity rather than pressure.

Clarify your “True North”

Next, we get specific about what you actually want (not just what’s expected), and what “aligned” means in real-life terms. Often, we capture a written Purpose & Outcomes statement, a compass you can return to as you make decisions.

Shape and practice the path

Then, we translate clarity into lived action: experiments, conversations, boundaries, and practices that fit your context. We pay attention to what happens, learn from it together, and refine, so the change holds under real conditions.

This isn't about forcing a big leap. It's about building clarity you can act on, step by step.

Built on Integral Coaching® (New Ventures West). ICF Associate Certified Coach (ACC).

The Coaching Engagement

Five to six months, because long-held patterns take time to shift, and the goal is change that holds after we finish.

Best for: high performers who are doing well by outside measures and have started noticing something underneath. Not a reinvention. Telling the truth sooner, getting clear on what you want, and acting on it.

Includes:

  • Intake call (60-75 min) to set a clear focus

  • Program design review (30 min)

  • 10 biweekly coaching sessions (60 min each)

  • Check-ins by email or text (up to 4 a month)

  • Integration check-in 6 weeks after we finish (30 min)

Remote anywhere, or in person in North Carolina’s Piedmont Triad.

Program fee: $2,250. Start with a free 30-minute Discovery Call.

For organizations:

I also coach leaders whose organizations sponsor the work. These engagements are scoped to your team and goals. Get in touch and we'll talk it through.

Will Oldfather sitting on an open staircase, looking off to the side with a relaxed smile
Will Oldfather sitting on an open staircase, looking off to the side with a relaxed smile

Coaching FAQ

  • No. Coaching is future- and action-oriented. We focus on clarity, choice, and practices that support lasting change. Therapy typically focuses more on healing, diagnosis, or clinical mental health. If you’re unsure which is right for you, we can talk about it on a Discovery Call.

  • Thoughtful, high-performing professionals who are successful on paper but noticing a gap between their external success and their internal experience.

    I work best with people who don't need a dramatic reinvention. They need a structured, practical space to tell the truth sooner. From there, we make grounded, sustainable moves that bring more clarity and deep satisfaction to your work, and to your life.

  • Both. I work with clients via video across the U.S. and internationally, and I also meet in person in North Carolina’s Piedmont Triad.

  • What you share stays between us. I don’t record sessions or use AI or transcription tools unless we explicitly agree to it in advance. Confidentiality and trust are foundational to this work.

  • That’s exactly what the Discovery Call is for: a 30-minute, no-pressure conversation to see whether this approach fits what you’re facing. If we realize coaching isn't the right tool, or I’m not the right guide, I'll point you toward what might actually help, so you don't leave empty-handed.

If something here resonates, we can start with a 30-minute Discovery Call to see if working together feels like a good fit.

Book a Discovery Call