Executive + career
Leadership, career transitions, difficult decisions, team dynamics, confidence, prioritization, and figuring out what kind of work you actually want now.
COACHING WITH HOLLY
Clear-eyed, deeply human coaching for professional crossroads, personal reinvention, divorce, relationships, parenting, dating, and finding your way back to yourself.
Prefer a two-line email instead of a form? Email Holly directly.
WHAT I BRING
I'm not interested in performing certainty or handing you a generic five-step plan. I listen for what is actually happening, help separate signal from noise, and bring warmth, directness, perspective, and practical momentum.
The work can be strategic, emotional, logistical, creative—or all of those at once. Usually, real life is.
WHY I DO THIS WORK
When I began exploring coaching for myself, I spoke with potential coaches and followed recommendations. But the people I found had not lived through the experiences I was trying to navigate—and for me, that understanding was critical. Non-negotiable.
The options often felt either very generalized or very narrowly specialized, with a structure or protocol that seemed one-size-fits-all. That felt antithetical to who I am and what matters to me.
I'm case by case. I bring a wide range of tools, training and lived experience, then work with you around your desired outcomes to create a flow that fits you. I genuinely want you to win, and I will do everything in my power to help you make that happen.
WHERE I MAY BE A PARTICULARLY GOOD FIT
Leadership, career transitions, difficult decisions, team dynamics, confidence, prioritization, and figuring out what kind of work you actually want now.
Reinvention, identity shifts, changing relationships, boundaries, creative blocks, and the seasons when the old version of your life no longer fits.
Grounded support through separation, grief, decision fatigue, changing identity, new logistics, and building a life you did not originally plan.
Single parenting, parallel parenting, boundaries, communication, practical systems, emotional steadiness, and creating a durable family life through change.
Patterns, communication, self-trust, needs, boundaries, dating, and finding a more honest and intentional way to relate.
Explore dating coaching for men →Walking sessions, outdoor reflection, sensory grounding, seasonal perspective, and using the living world as a place to pay attention differently.
Building your own visibility as an individual—not just a company's? That's usually a mix of a Marketing Reset applied to you personally and coaching. Tell me what you're working on and I'll tell you what that looks like.
THE FORMAT
Sessions range from 45 to 90 minutes. I usually recommend more time early on so we can cover the full landscape and I can get to know you.
Virtual, in person, or walking outside. Nature walks are my personal favorite, but I'll meet you where you are—and where geography allows.
In-person sessions are available in Marin County and the East Bay.
One-time sessions and longer packages are both available. My sweet spot is weekly work for three to six months, creating enough cadence and accountability to measure progress and make a meaningful impact.
Depending on budget and availability, we can meet every other week or create a more condensed flow.
Pricing is shared privately and reflects the session format, cadence and level of support we design together.
HOW I WORK
You do not need to arrive organized, certain, or ready with the right question. We can start with what feels most immediate and work our way toward what is actually underneath it.
A PRACTICAL NOTE
As a single mother with multiple projects, I understand that plans sometimes need to change. I also protect and value the time we commit to one another.
Please provide at least 48 hours' notice when canceling or rescheduling. Sessions changed with less notice are charged in full.
A NOTE ABOUT SCOPE
My coaching is educational and supportive, not therapy, diagnosis, crisis care, legal advice, or a substitute for care from a licensed mental health professional. When another kind of support would serve you better, I will say so.
BOOK A SESSION
Select an available time and complete payment securely through Cal.com. You'll receive your confirmation and session details automatically.
Open booking calendarSTART WHERE YOU ARE
If you're ready to begin, send me a little context and I'll follow up with private pricing and next available sessions. If you'd rather feel out the fit first, book a complimentary 30-minute introduction.
Book an intro callPrefer a two-line email instead of a form? Email Holly directly.