Jenn Drummond on Climbing Mountains, Raising 7 Kids, and Pursuing the Impossible episode artwork

EPISODE · Jun 24, 2026 · 59 MIN

Jenn Drummond on Climbing Mountains, Raising 7 Kids, and Pursuing the Impossible

from Earn Your Happy · host Lori Harder | YAP Media

Do you ever feel like you're working hard but not seeing results fast enough? In this episode, I sit down with world-record-holding mountaineer and entrepreneur Jenn Drummond to talk about how to stop letting temporary setbacks define your future, build resilience through life's challenges, and stay committed to goals that feel bigger than your current reality. We discuss overcoming self-doubt, reframing the stories that keep you stuck, and developing the mindset that helps you keep moving forward when the path feels uncertain. Get ready to think bigger, trust the process, and keep climbing toward what you want most. Check out our Sponsors: Shopify - Try the ecommerce platform I trust for Glōci. Sign up for your $1/month trial period at http://Shopify.com/happy. Indeed - Spend less time searching, and more time actually interviewing candidates who check all your boxes. Indeed is giving Earn Your Happy listeners a $75 SPONSORED JOB CREDIT to help get your job the premium status it deserves. Just go to http://Indeed.com/podcast right now and support our show by saying you heard about Indeed on Earn Your Happy. Fora Travel - Curious how to become a travel advisor and earn while you explore? Start at http://foratravel.com/happy. Zazzle - Save 25% on your first order today at http://Zazzle.com with code EARN. Monarch Money -  Get your first year of Monarch Core for half off at http://Monarch.com with code EYH. Northwest Registered Agent - Visit northwestregisteredagent.com/EarnFree and start using free resources to build something amazing. Wealthfront - Join the million-plus people already building long-term wealth with confidence by heading to wealthfront.com/earn. HIGHLIGHTS 00:00 The lesson Jenn learned from growing up in a family of 65 cousins. 09:00 Lessons from cold calling in finance. 13:00 The sales strategy that helped Jenn close more deals and build confidence. 17:45 The challenge from her son that led Jenn to climb Everest. 21:00 How to prepare for goals that feel bigger than you. 25:30 How does the metaphor of ‘acclimatizing’ apply to business? 27:30 How to shift your mindset when self-doubt starts taking over. 31:30 Why the story you're telling yourself may be holding you back. 35:45 How to stop spiraling and rewrite the narrative that's keeping you stuck. 39:30 Tips to stay mentally strong when you're facing your biggest challenges. 43:00 The message Jenn received from her daughter after summiting Everest. 44:45 What was the hardest mountain you climbed? 46:30 How changing your environment instantly changes your perspective. 51:15 Jenn's lessons on resilience, leadership, and achieving impossible goals. RESOURCES Learn more about Jenn HERE! Apply for the Elite Entrepreneur Mastermind HERE! Get on the waitlist for Mentor Collective Mastermind HERE! Try glōci for 40% off your first order with code HAPPY at checkout - head to getgloci.com FOLLOW Follow me: @loriharder Follow glōci: @getgloci Follow Jen: @thejenndrummond

Do you ever feel like you're working hard but not seeing results fast enough? In this episode, I sit down with world-record-holding mountaineer and entrepreneur Jenn Drummond to talk about how to stop letting temporary setbacks define your future, build resilience through life's challenges, and stay committed to goals that feel bigger than your current reality. We discuss overcoming self-doubt, reframing the stories that keep you stuck, and developing the mindset that helps you keep moving forward when the path feels uncertain. Get ready to think bigger, trust the process, and keep climbing toward what you want most. Check out our Sponsors: Shopify - Try the ecommerce platform I trust for Glōci. Sign up for your $1/month trial period at http://Shopify.com/happy. Indeed - Spend less time searching, and more time actually interviewing candidates who check all your boxes. Indeed is giving Earn Your Happy listeners a $75 SPONSORED JOB CREDIT to help get your job the premium status it deserves. Just go to http://Indeed.com/podcast right now and support our show by saying you heard about Indeed on Earn Your Happy. Fora Travel - Curious how to become a travel advisor and earn while you explore? Start at http://foratravel.com/happy. Zazzle - Save 25% on your first order today at http://Zazzle.com with code EARN. Monarch Money -  Get your first year of Monarch Core for half off at http://Monarch.com with code EYH. Northwest Registered Agent - Visit northwestregisteredagent.com/EarnFree and start using free resources to build something amazing. Wealthfront - Join the million-plus people already building long-term wealth with confidence by heading to wealthfront.com/earn. HIGHLIGHTS 00:00 The lesson Jenn learned from growing up in a family of 65 cousins. 09:00 Lessons from cold calling in finance. 13:00 The sales strategy that helped Jenn close more deals and build confidence. 17:45 The challenge from her son that led Jenn to climb Everest. 21:00 How to prepare for goals that feel bigger than you. 25:30 How does the metaphor of ‘acclimatizing’ apply to business? 27:30 How to shift your mindset when self-doubt starts taking over. 31:30 Why the story you're telling yourself may be holding you back. 35:45 How to stop spiraling and rewrite the narrative that's keeping you stuck. 39:30 Tips to stay mentally strong when you're facing your biggest challenges. 43:00 The message Jenn received from her daughter after summiting Everest. 44:45 What was the hardest mountain you climbed? 46:30 How changing your environment instantly changes your perspective. 51:15 Jenn's lessons on resilience, leadership, and achieving impossible goals. RESOURCES Learn more about Jenn HERE! Apply for the Elite Entrepreneur Mastermind HERE! Get on the waitlist for Mentor Collective Mastermind HERE! Try glōci for 40% off your first order with code HAPPY at checkout - head to getgloci.com FOLLOW Follow me: @loriharder Follow glōci: @getgloci Follow Jen: @thejenndrummond

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Jenn Drummond on Climbing Mountains, Raising 7 Kids, and Pursuing the Impossible

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This episode was published on June 24, 2026.

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Do you ever feel like you're working hard but not seeing results fast enough? In this episode, I sit down with world-record-holding mountaineer and entrepreneur Jenn Drummond to talk about how to stop letting temporary setbacks define your future,...

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