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ADULT GAP YEAR SERIES: The Courage to Change Your Path With Lori Stephenson

Michelle Dittmer
May 31
2 min read

Michelle spoke with Lori Stephenson, a career coach and leadership developer, about how to navigate life's transitions with curiosity and courage. Drawing on her own career pivot and years of coaching experience, Lori shared practical tools for self-reflection, reframing fear, and taking meaningful action toward change.

About Lori

  • Founder of My Big Sky — supports students, mid-career professionals, and those approaching retirement

  • Background in leadership development, career coaching, and career transition

  • Former communications and talent development professional at Accenture

  • Coaches individuals on self-awareness, career direction, and how to lead others

Key Themes

Knowing Yourself Before Making a Move

Lori encouraged people to dig into three core areas before pursuing change:

  • Interests — what keeps showing up that you genuinely enjoy?

  • Capabilities — what are you actually good at, separate from what you like?

  • Environment — where do you thrive? Who do you need around you? Do you prefer collaboration or independence?

Self-Reflection Questions to Get Started

  • What were my peak moments over the last 10–15 years — what was I doing, who was I with?

  • What energizes me? What do I dread?

  • What do people continually thank me or recognize me for?

  • How do I want to contribute?

  • What am I putting off or waiting for — and do I really have to wait?

Practical Tools

  • Do a peaks and valleys exercise across your career

  • Write everything down — get it out of your head and onto paper

  • Use AI or psychometric tools to help spot patterns you might miss

  • Look for non-negotiables — things you will never compromise on again

  • Pick one small action, give it a deadline, and find someone to hold you accountable

On Fear and Discomfort

Lori referenced the work of Susan David (Emotional Agility):

"Discomfort is the price of admission to a meaningful life."
  • Fear is often a signal to pause and consider — not a reason to stop

  • Challenge the stories you tell yourself about why change is impossible

  • Be selective about whose input you take in — limiting perspectives often come from other people's fears, not yours

Moving from Thinking to Action

  • Stop waiting to have it all figured out

  • Go from big thinking → distilled insights → one concrete step

  • Connect with people in person — buy someone a coffee, ask questions, get out of your own world

  • Ask yourself: If time, money, and approval weren't factors, what would I be doing?

Lori's Personal Story

After 10 years at Accenture, Lori felt misaligned and burned out. She proactively put herself on a restructuring list, took 12–18 months to recover and reflect, and used that time to discover her passion for career coaching. She describes it as one of her proudest decisions — and proof that you don't need to have the full plan before you take the first step.

Resources

☀️ My Big Sky: https://www.mybigsky.ca/

🧠Emotional Agility: https://www.susandavid.com/

Connect With The Canadian Gap Year Association

 

 
 
 

89 Comments


Brandon
Brandon
Sep 03

A thoughtful perspective on having the courage to change direction and explore a different path. A Video to PNG Converter can also be useful for saving key visuals from inspiring talks.

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Jerry
Jerry
Aug 21

The "peaks and valleys" exercise stood out to me—it feels like such a gentle way to spot patterns without judgment. That question about what you keep putting off really hit home. I also ended up opening Lidl weekly flyer afterward because it carries the same thread a little further.

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Cox Kristin
Aug 12

Lori’s story really hits home—it’s one thing to dream about a reset, but another to actually step off the treadmill and rebuild your compass. I’ve been mapping out my own gap year and found the GPS tool here incredibly helpful for structuring the unknown. Check out https://zimage-ai.com

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Jasper Steven
Aug 11

Lori's point about asking yourself "what am I putting off and do I really have to wait?" really stuck with me—I've been circling a career change for years and that question cuts right through the excuses. The peaks and valleys exercise sounds like a practical way to actually see the patterns instead of just feeling stuck in them. Speaking of seeing things clearly, I've been using a bad quality image maker to visually document my "before" state, kind of like a reminder that things don't have to be perfect to start. It's oddly freeing to embrace the messy middle of a transition.

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Nguyen Co
Nguyen Co
Aug 10

Lori’s story really hits home—sometimes the bravest move is admitting the path you’re on isn’t yours anymore. I’ve been mapping out my own pivot and found the GPS tool incredibly helpful for breaking it into steps. https://veo3-ai.pro

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