How'd You Learn To

Kerry O'Brien and Lauren Raham

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How'd You Learn To

Lauren and Kerry were curious: how do experts become experts? Each episode of this podcast features an expert in a unique field -- Beekeeper! Magician! Tea Sommelier! -- discussing the highs and lows of their learning journey to mastery.

3 DAYS AGO

How'd You Learn to Date Online? with Nova Nicole

Online dating isn't just about finding a match; it's about figuring out how to find one. What signals matter? What stories are people telling in their profiles (intentionally or not)? And how do you stay grounded in what you actually want? In this episode, Nova shares what she’s learned about asking better questions, spotting red flags early, and practicing self-awareness every step of the way. It’s a conversation about dating—but really, it’s about learning to pay attention to what matters.

34 min
18 JUNE

How'd You Learn to Perform Drag?

What if becoming your most confident self means bombing—repeatedly—in front of a live audience? Jesse Harink’s drag journey began with passion, questionable makeup, and a lot of lessons learned the hard way. But through failure, community, and pure creative drive, Jesse discovered not just how to command a stage, but how to bring that same power into his everyday life. In this episode, Jesse shares how learning to perform drag helped him master audience connection, navigate shame, and build confidence that now powers his work in the corporate world.

35 min
11 JUNE

How'd You Learn to Build a Film Festival? with Kasia Smuga

How do you start a film festival in the middle of a pandemic—with no roadmap, no guarantee of success, and no idea if anyone will show up? Kasia Smuga did just that. As programmer of the Mighty Niagara Film Festival, she’s learned everything from grassroots marketing to website logistics to handling corrupted film files—and found joy in every challenge. In this episode, Kasia shares how trusting her instincts, leaning into community, and embracing “learning by doing” helped her turn a one-time outdoor experiment into a five-year tradition.

24 min
4 JUNE

How'd You Learn to Be A Caregiver?

What happens when “learning to be married” is put on hold "learning to advocate for a cancer patient"? Just four months into newlywed life, Jamie Kunkel became a full-time caregiver after her husband was diagnosed with cancer—and had to learn fast. From navigating Canada’s hospital system to communicating with medical teams, Jamie shares what it took to become an effective advocate, the skills she had to build on the fly, and how she’s still learning to balance caregiving with self-care. Now, through her podcast We Don’t Say Cancer, she’s helping others do the same. Join us for a conversation about learning under pressure, showing up with empathy, and finding strength in community.

27 min
28 MAY

How'd You Learn to Build a Business? with Erika Siegner

Sometimes you can learn at your own pace...and sometimes you have to learn fast. Erika Siegner has done both over her time opening three very different businesses! Join us as we discuss the importance of community, passion, and growth mindset in learning to be an entrepreneur.

28 min
21 MAY

How'd You Learn to Earthquake-Proof Buildings? with Dr. Lydell Wiebe

What if your learning community showed support by pointing out flaws...constantly? In the world of earthquake engineering, this is how you build each other up. Lives are on the line! Dr. Lydell Wiebe joins us to talk about how this kind of learning community works, how to deal with critical feedback, and where the joy comes from in earthquake engineering.

28 min
18/12/2024

How'd You Learn To Rap? with Peter Joynt a.k.a The Joynt

This the story of a rapper with a stutter. Peter Joynt was a punk rock kid with a speech impediment who discovered hip-hop through his older brother. He quickly realized that his stutter disappeared when he was rapping, and the lessons learned in speech therapy helped him craft thoughtful and engaging rhymes. Today, he's a public speaker and prolific artist who spreads positivity and resilience all over Canada. Along the way, he dealt with industry rejection, bullying, and more. Hear how he overcame these and other obstacles on his learning journey on this double-sized episode!

41 min
11/12/2024

How'd You Learn To Farm? with Ryan Drudge & Sarah Jones of Easthope Market Garden

What happens to the learning process when you only evaluate the results...not the process? Ryan and Sarah took on farming after a personal health journey helped them realize the benefits of organic food. Since then they've learned that farming isn't just growing veggies; it's carpentry, marketing, finance, and even a little bit of ornithology! Dive in for more on how they measure success in a learning journey, what keeps them motivated, and how their community has helped the gain the skills and knowledge they need to succeed.

29 min

TRAILER

Welcome to How'd You Learn To!

This quick intro tells you everything you need to know about why we started the show. Looking forward to journeying with you!

13/11/2023

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1 min

Lauren and Kerry were curious: how do experts become experts? Each episode of this podcast features an expert in a unique field -- Beekeeper! Magician! Tea Sommelier! -- discussing the highs and lows of their learning journey to mastery.

Creator

Kerry O'Brien and Lauren Raham
Years Active

2023 - 2025
Episodes

23
Rating

Clean
Copyright

© Kerry O'Brien and Lauren Raham
Show Website

How'd You Learn To