The Trailblazers

trailblazer retreat womens group with linda holman leading group new

Trailblazer Program
Design What’s Next

working together

Trailblazers is a small select group coaching program for women ready to create their next chapter.

You’ve done what was expected.
Now it’s time to design what’s next.

You’ve built a life, a career, a level of success. You’ve shown up. Delivered. Done the right things. And still… there’s a pull.

A quiet knowing that there’s more for you — more alignment, more intention, more of what you actually want.

And with that comes something not often talked about: the guilt of wanting more… when your life already looks good on paper.

Trailblazers is for the woman who’s ready to move beyond expectations… and start following what she truly wants.

  • More clarity
  • More alignment
  • More intention in how you live and lead

This Isn’t Just Coaching. It’s the Right Room.

There’s a reason people say you grow based on who you surround yourself with.

When you’re in a room with women who are thinking bigger, making bold decisions, and choosing alignment… you start to expand too. Trailblazers is a curated community of women who are:

  • Ready for their next chapter
  • Willing to be honest about what’s not working
  • Committed to growing into more

This is not surface-level connection. This is a space where you are supported, challenged, and elevated.

The Experience

This is a space that is:

  • Supportive and encouraging
  • Honest and growth-focused
  • Grounded in trust and confidentiality

You’ll be surrounded by women who are doing the work — just like you. If you’ve been thinking about what’s next, this is your place to start.

What This Experience Looks Like

6 Group Coaching Sessions per year

This is a small, select group of women. The program blends accountability and support, moving you from dreaming about change to actually making it happen. You’ll stop waiting for “someday” and start shaping the life you want.

You’ll join live, virtual group sessions (9:00–10:30 AM ET), intentionally spaced throughout the year — giving you time to reflect, implement, and grow between conversations. Each session is curated based on the needs of the group and may include coaching, meaningful discussion, and space to think strategically about what’s next.

You’ll also have quarterly one-on-one coaching — dedicated time to go deeper, refine your direction, and gain personalized support. And open office hours let you bring what’s on your mind and get real-time guidance when you need it most.

Throughout the year there will be opportunities for in-person gatherings — creating a more personal, meaningful space to connect, reflect, and celebrate alongside other women on a similar path.

Session Schedule:

  • June 16
  • August 18
  • October 20
  • November 17
  • January 19
  • March 16

What You’ll Walk Away With

Real Progress:

  • Clarity on your next chapter
  • Confidence in your decisions
  • Momentum through consistent action
  • Expanded thinking and new possibilities
  • A community of women who truly get it
  • And along the way — you’ll recognize how far you’ve already come

The Focus

Each session is shaped by the group and the conversations we need to have. We’ll explore what’s getting in your way, what you truly want, and how to move forward in a way that feels aligned and intentional.

This journey leads to something powerful. In May, we’ll come together for a closing retreat in Chautauqua, New York — a space designed for reflection, clarity, and stepping fully into what’s next.

Client Testimonials

Thoughts and impressions from clients after attending Trailblazer events…
  • Charles Eurydice Gray Testimonial Profile



    I first heard of Linda Holman from a business leader whom I greatly admire. She told me that Linda’s executive coaching had been instrumental in her success and the success of many others.

    Before I found Linda, I was struggling with all the issues of a driven workaholic and family caregiver who never felt as if what they did was enough. I was living a frenzied, exhausted life and knew I needed help sorting my priorities and honing my skills.

    After a year of participation in the Confidence Collective, my personal and professional life has changed remarkably for the better. Linda’s coaching – as well as the learning and support given by peers – has truly transformed my life. I have been successful in becoming more calm, effective, and balanced when meeting challenges by understanding and improving my personal responses as well as by employing strategies I have learned.

    I would recommend working with Linda Holman to any professional looking to improve their work arsenal and their life.
    Chuck
    Leadership Program Alum
  • lori s testimonial profile



    Linda, Thank you. This experience has changed me in a way I will carry with me forever.

    You created a place where each of us could feel seen, heard, and safe enough to rediscover parts of ourselves we may not have even known existed.

    Your guidance has helped me step into a purpose that has been quietly waiting for me, shaped by the hardest and most beautiful chapters of my life.

    I will carry the lessons you’ve given me for the rest of my life. You have changed me in a way that is deep, and personal.

    You didn’t just teach leadership principles—you helped me reconnect with my purpose. Your compassion opened something in me that I’m so grateful for.

    Thank you for seeing me, guiding me, and helping me grow in ways I didn’t expect but so desperately needed.
    Lori
    Leadership Program Alum
Trailblazers Pricing

Trailblazers Program

Trailblazers with Coaching

$3,500 / year

Everything you need for a full year of growth, accountability, and community:

  • 1-year program: June 2026 – May 2027
  • 6 group coaching sessions (virtual, 9:00–10:30 AM ET)
  • Monthly Mastermind (virtual) — share wins, get real-time peer feedback
  • Monthly 30-minute open office hours
  • 2 in-person coworking days + December social gathering
  • Progress tracking — milestones, wins, and achievements
  • 4 quarterly one-on-one coaching sessions (in person)
Trailblazers Program

Bold transitions. Real community. Your next chapter starts here.

Move from “busy” to “boundless.” This program provides the accountability and professional coaching tools required to succeed no matter your path. Participants leave with the confidence that comes from a proven coaching framework.

clarity and vision business women planning

Strategic Vision & Goal Clarity

Stop guessing and start growing. The Trailblazer Program helps you strip away the noise to identify your highest-impact goals. Gain the strategic clarity needed to lead with purpose and ensure every action moves the needle forward.

Enroll Today
peer collaboration & shared wisdom business women planning

Peer Collaboration & Shared Wisdom

Leadership doesn’t have to be a lonely journey. Connect with a hand-picked inner circle of ambitious women. Through shared experiences and collective problem-solving, you’ll unlock fresh perspectives you simply can’t find working in a vacuum.

Enroll Today
Accelerating Momentum & Growth business women planning

Accelerating Momentum & Growth

Move from “busy” to “boundless.” This program provides the accountability and professional coaching tools required to overcome stagnant growth. Leave with a concrete roadmap for scaling your influence, supported by a proven coaching framework.

Enroll Today

You’ve done what was expected…

Now it’s time to decide what you want. If you’ve been thinking about what’s next — this is your moment to step into it.

Enroll Today!

The Trailblazer Program