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

EPISODE · May 31, 2026 · 35 MIN

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

from The Gap Year Podcast · host Michelle Dittmer

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   Find more resources at the Can Gap website https://www.cangap.ca/ Follow on Instagram http://www.instagram.com/cangapassociation/ Follow on Facebook https://www.facebook.com/ucangap Follow on Twitter https://twitter.com/ucangap Follow on YouTube https://www.youtube.com/channel/UCuBit8gLXEOxaBggoGmykjQ  

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   Find more resources at the Can Gap website https://www.cangap.ca/ Follow on Instagram http://www.instagram.com/cangapassociation/ Follow on Facebook https://www.facebook.com/ucangap Follow on Twitter https://twitter.com/ucangap Follow on YouTube https://www.youtube.com/channel/UCuBit8gLXEOxaBggoGmykjQ

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

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This episode was published on May 31, 2026.

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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...

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