Executive & Leadership Coach

Grow into your own version of success.

Step out of autopilot, question the patterns and expectations shaping your choices, and move forward with greater clarity, confidence and intention.

Kelly Cryan

About

Helping professional women navigate leadership, career growth & change with greater clarity, confidence & intention

Success can evolve. And sometimes, we need to evolve with it.

Many of the women I work with have already built successful careers. They’re capable, ambitious and accustomed to delivering. But they’ve reached a point where something about the way they’re working, leading or living no longer feels quite right.

Maybe they’re stepping into leadership and discovering that the strengths that got them here aren’t enough on their own for what comes next.

Maybe a setback, or difficult workplace dynamic, has left them questioning themselves and their direction.

Maybe they’re still succeeding by every conventional measure, but the way they’re doing it has become exhausting, unsustainable or simply no longer reflects what matters to them.

Or maybe they are simply entering a new phase in life with new priorities, energy levels, or goals that no longer fit with the life they have built for themselves.

Often, we operate from patterns and assumptions we’ve accumulated over years: about what success looks like, what a good leader does, what other people expect of us, or who we need to be in order to belong and succeed. Some have served us exceptionally well. Others may have quietly stopped serving us at all.

Coaching creates the space to step out of autopilot and look at those patterns with curiosity and clarity.

My role isn’t to hand you a new playbook. It’s to help you understand yourself more deeply: what drives you, what matters to you now, what you want to carry forward, and what you may be ready to question or even let go.

Before becoming a coach, I spent around 15 years in leadership roles across international technology businesses, leading teams and leaders across markets and through periods of growth and change. That experience means I understand many of the environments my clients are navigating. But coaching with me isn’t about following someone else’s formula for success.

It’s about developing the clarity, confidence and agency to define success for yourself and grow into a version of it that feels genuinely your own.

My approach

Reflective and challenging, but grounded in the realities of working life

  1. See clearly
  2. Question consciously
  3. Choose deliberately
  4. Act with intention

Together, we see clearly, question consciously, choose deliberately and act with intention, turning greater self-awareness into meaningful choices about how you work, lead and live.

Services

Working with me

Combining my years of experience in leadership roles, EMCC & ICF accredited training in coaching and mentoring, and personal experience, I help women in transitional phases of life to see clearly, question consciously, choose deliberately, and act with intention.

My approach does not involve playbooks or advice. I help you challenge limiting beliefs, see beyond old patterns and expectations, and find a way forward that feels both authentic and possible.

  • Career Development Coaching
  • Executive Coaching
  • Leadership Development
  • Life Coaching
Availability
Remote or in person (Greater Dublin)
Pricing
Contact for pricing
Rating
5 out of 5 (2 reviews on LinkedIn)

Reviews

What clients say

★★★★★
“If you get the chance to work with Kelly, take it. In your mid-40s, it’s easy to feel stuck and play smaller than you should. Working with Kelly as my coach was a turning point. She holds up a mirror to your strengths, gives you the courage to back yourself without apology, and cuts through self-doubt with zero fluff. With Kelly, I took back control of my career and landed a fantastic, senior role reflecting my experience. To anyone wondering if it’s too late for a bold leap: invest in Kelly.”
Leanne AbrahamssonSenior Customer Success Manager, Kahoot · Career Development Coaching · September 2026
★★★★★
“Before working with Kelly I felt stuck and unsure of what to do next in my career. Within a few weeks she helped me set clear goals and build a process for actually achieving them. 2 months later I landed a new job that lined up perfectly with what I wanted, but also was the right move for my family. As a parent of two young kids, it mattered that I wasn’t just chasing a career move but making the right choice for my family too.”
Shawn AustinGTM, Twilio · Executive Coaching · September 2025

Get in touch

If you are interested in learning more about working with me, please get in touch.