Portrait of Phillip Holmes, leadership and career coach Phillip Holmes

Phillip Holmes

Career coach for high performers in toxic workplaces

380,000+ professionals follow my work

About

You are a high performer who ended up in a toxic job, and it has started to cost you. Maybe you rewrite the same email five times so it won't set your manager off. Maybe you brace before every one-on-one, or you have been called difficult for having standards. Maybe you are doing well on paper and still second-guessing decisions you used to make in your sleep. None of that means something is wrong with you. Your instincts adapted to survive a place that punished you for working, and that says nothing about your worth.

I have been where you are. I spent years as a communications executive, rising fast and winning, until the environment turned political and toxic and I walked away at the height of my success. I know the self-doubt that follows you out the door. Since then I have coached more than a hundred professionals through the same passage, so you are not doing this alone or by trial and error.

The work does not start with advice you did not ask for. It starts with the right questions. I help you separate your real ability from the story a toxic job told about you, rebuild your confidence, and get clear on what you actually want next. You stay the author of every decision. Clients describe it as a mindset shift: they come in stuck and second-guessing, and they leave steadier, clearer, and sure of their own judgment again.

Ready to talk it through? Let's map out your next move together.

My Approach

I don't hand you answers. I facilitate. I help you do the thinking, so the clarity and the confidence are yours to keep.

  • I facilitate, not dictate. You stay the author.
  • We surface the beliefs and patterns running the show
  • You hear your own judgment working, and start trusting it again
  • You walk out more sure of yourself, not more reliant on me

What Clients Say

Phillip guided me, with utter compassion and kindness, to take back my power, boost my confidence, and heal my work soul. His servant leadership is unmatched.
Jennifer Freel, Healthcare Executive
I came to Phillip when my confidence had dropped significantly. His coaching feels conversational, not instructional, and within weeks it led to a meeting with my client I wouldn't have thought possible before.
Amanda L. Griffiths, Soft Services Delivery Manager
Phillip's coaching completely shifted my perspective on communication, helping me navigate conversations more effectively without feeling powerless.
David Haile, Director of Payments
He doesn't just give you answers. He listens, challenges you, and helps you work things out for yourself. If you've read Phillip's words and thought “this is exactly how I feel,” working with him is worth it.
Elisha, Coaching client
One of the best coaches I've had the chance to work with. He gives you space to share, truly listens, and helps you identify the best ways to handle toxic leadership, including the signs to watch for.
Chad Gillert, Early Childhood Educator, Inclusion Worker
A complete mindset shift that's enlightening, empowering, and exciting. He asks great questions that guide me to the answers I need but had been unable to find on my own.
Ann Restak, Coaching client
Phillip coached me through the tough moments and prepared me with better communication strategies.
Jack Barry, Field Talent Acquisition Partner, McKinstry
If you're looking to become a better leader, and to make better decisions, I highly recommend Phillip.
Yasin Mammeri, Creator, Viral Video Club

Investment

Limited Enrollment
Biweekly Coaching
Regular price $349Current price $299 / month
Your rate stays locked for as long as you stay enrolled Limited spots remaining
Two 50-minute sessions a month, one every other week.
Your first session comes with a money-back guarantee. If it's not for you, just let me know within 24 hours.
Book an Intro Call

Payment & Policies

  • Payment methods: American Express, Discover, Mastercard, Visa. Secure checkout via Stripe.
  • Payment plans: Not available.
  • Employer or HR sponsorship: Not available.
  • Cancellation & rescheduling: See the Terms & Conditions.

Background & Credentials

  • Former Chief Communications Officer at a national academic institution, promoted three times in under five years
  • Led a five-person team and a nearly $500,000 budget across seven campuses
  • Ran the office that delivered a record-setting year: website traffic past one million annual sessions and application starts nearly tripled
  • Over a decade building brands and leading communications teams
  • Coached and consulted more than 100 professionals, including vice presidents at state universities
  • Working Genius Certified Facilitator and founder of Highest Good Media, with personal content that has generated 200 million+ views and 380,000+ followers
  • Named Young Alumni of the Year by Belhaven University, where I have also taught as an adjunct professor

I rose from director to vice president to chief communications officer at a national academic institution, then left at the height of my success, walking away from an environment that had grown political and toxic. I now coach leaders one on one from the same seat I once held, and help other high performers make that same move on their own terms.

Focus Areas

Specialties

  • Overcoming “Stuckness”
  • Rebuilding Confidence
  • Leadership Development
  • Career Clarity
  • Exit Strategy

Other Expertise

  • Strategic Communication
  • Strengths Assessment
  • Burnout Recovery
  • Boundary Setting
  • Interview Strategy
  • Vetting Future Employers
  • Values Alignment
  • Entrepreneurship
  • Imposter Syndrome
  • Work-Life Harmony

Location

Where We Meet

Online, worldwide
Sessions held over Zoom
Time zone: Central Time (US)