Design A Life That Lights You Up
For high-achievers ready to make bold moves without burning out
What’s your unique path?
You've been told to "pick one thing" your whole life. But what if your strength isn't specialization—it's seeing connections others miss?
Maybe you're:
Navigating a career transition and unsure what's next
Building a business that doesn't fit a traditional mold
Feeling burnt out despite "doing everything right"
Tired of explaining your unconventional path
Ready to level up your career, business, or life
You're in the right place.
From working with me, you’ll receive:
Clarity on what you're actually building (and why it matters)
Strategy that works with your life, not against it
Integration of all your pieces into a coherent through-line
Sustainability — growth that doesn't require burning out
Who I coach (aside from runners :)
Portfolio Careerists
Navigating multiple income streams and trying to make it all make sense.
Early Stage Founders
Building something that doesn't fit the traditional startup playbook.
People in Transition
Who've realized the path they were on no longer fits who they're becoming.
Ways to Work Together
Start Here: Free Consult
20 minutes
Not sure what you need? Let's talk.
Momentum Strategy Session
60 minutes + action plan
One focused hour to move from stuck to in motion.
[Book a session →]
Ongoing Coaching
3-6 months
For when you're ready to do the deep work.
[Learn more →]
What Clients Say
Willow, Run Coaching (Performance)
“Megan has been integral to my development as a runner and all around athlete over the last year. She is rooted in so much knowledge — between training theory, strength training, and interpersonal growth. She has something to add to anyone’s training. She can offer excellent coaching wherever you’re at in your training – from beginners to elite athletes and she has the versatility and expertise to help you on the road or on the trails and will work with you to meet your goals.”
Natalie, Run, Strength, & Mindset Coaching
“I had the pleasure of being coached by Megan from 2021 to 2024. Throughout that period of time, our coach to athlete relationship was a positive, stabilizing force in my life. As I navigated a pandemic, employment changes, and cross country moves, Megan was always there with encouragement, thoughtfulness, and flexibility. Despite all these life occasions, I was able to continuously run with strength and happiness, reaching new distances and personal records more than once under her guidance. I followed Megan when she moved from one coaching company to another, and though I’m no longer one of her athletes, I’m grateful as I continue to count her among my friends… and inspirations.”
Dawn, Career Transitions
“Working with Megan Flanagan was a turning point in my career transition. She was calm, caring, and deeply understanding—creating space for me to explore every option while thoughtfully weighing the trade-offs. Her openness and steady guidance helped me land in a great place where I’m pursuing what I love. I’m incredibly grateful for her support and encouragement throughout the process.
I highly recommend Megan for anyone navigating a big life or career change. She’s an accomplished coach who truly has her clients’ backs and sees them through to the finish line.”
Tess, Business Coaching
“Megan was so helpful in talking through some doubts I had about a new business I am piloting soon. I entered our conversation feeling hopeless and lost and left feeling reenergized and inspired. Megan has a real gift for recognizing potential in people and and helping them and their ideas blossom.”
Nicole, Career Transitions
"Through our sessions together, Megan helped me to think through the job search process in a way I had not thought about before. We talked through what actions I was taking, why, and what kind of result I wanted from them (not a net negative) to get to where I want to be. Her suggestion of the dating analogy to the job search was helpful in keeping me in perspective to ensure that I'm going down the right path to get my career back on track."
Beyond 1:1 Coaching
Evolve Your Path Podcast — Conversations about nonlinear careers and navigating change [Listen →]
Workshops & Retreats — Vision boarding, running retreats, endurance training [See upcoming →]
Endurance Strength Certification - March 1st, 2026 in Boulder, CO
Echoes of the Earth Retreat for Women - March 18-22, 2026 in Costa Rica
Strong Runner Chicks Trail Running Retreat - May 28-31, 2026 in Twin Lakes, CO
Newsletter — Weekly insights and frameworks [Sign up →]
