Creating Confidence with Heather Monahan
Confidence Classic: Bust Through Limiting Beliefs & Harness Your Highest Potential with Jenn Drummond, Motivational Keynote Speaker, World Record Holder, Author
Tue, 25 Mar 2025
Are you ready to take on the mountain that will CHANGE your life? In this episode, I had an amazing chat with Jenn Drummond, a world-record mountaineer whose journey from a stay-at-home mom to a fearless adventurer is seriously inspiring. Her story kicked off after she survived a life-changing car crash in 2018, a wake-up call that made her decide to seize life’s moments and break through her limiting beliefs. Her journey, which she shares in her book "Breakproof: Seven Strategies to Build Resilience and Achieve Your Goals," shows the power of breaking through limiting beliefs, staying curious, and pushing forward with the help of a great team. By taking risks, trying new things, and challenging ourselves, we find hidden talents and strengths we never knew we had. It's in those uncomfortable moments that we truly SHINE! In This Episode You Will Learn About: How to EMBRACE curiosity and let yourself fail while chasing your dreams Ways to bust through limiting beliefs and really be in the moment Why you need to SURRENDER and let go during tough times to find peace and freedom What it means to acclimatize to challenges, reflect, and learn from setbacks as you move toward your goals Resources + Links Sign up for a one-dollar-per-month trial period at shopify.com/monahan Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN. Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN. Get 10% off your first Mitopure order at timeline.com/CONFIDENCE. Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com. Call my digital clone at 201-897-2553! Visit heathermonahan.com Sign up for my mailing list: heathermonahan.com/mailing-list/ Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com If you haven't yet, get my first book Confidence Creator Follow Heather on Instagram & LinkedIn Jenn on Instagram: @thejenndrummond
Chapter 1: Who is Jenn Drummond and what is her inspiring story?
Come on this journey with me. Each week when you join me, we are going to... I'm ready for my close-up. Hi, and welcome back. I'm so hyped you're back here with me this week. Okay, you are going to love our guest today. I love her. We've got Jen Drummond. She's a world record mountaineer. What the heck is a mountaineer, Jen? I can't wait to get into this.
A sought-after speaker, an author, a podcast host, and life-disrupting multiple eight-figure entrepreneur. As a prospective mindset mentor, she challenges people to slow down, be present, and be and get real with themselves.
By tapping into her own personal experiences of life-altering loss, setback, disappointment, and failure, Jen helps guide others through mindfully and strategically breaking through their limiting beliefs, moving from going through the motions to being present to self-awareness and harnessing their highest potential of self. Jen, thank you so much for being here today. Oh my gosh, I'm so excited.
Thank you. Okay. So we have to give everyone, I love giving people the behind the scenes of my life. So Jen and I met a year ago when she joined my mastermind, which I loved having you in the mastermind and thank you for doing that. And so we got to know each other on the internet, but we had never met in real life. And then Jen called me and said, Hey, I'm coming to Miami.
I'd love to interview you for my podcast. Can you do it? And I said, yeah, for sure. Let's do it. And then the day of, I was like, I had a million things going on. And I text you like, Jen, I am so sorry to do this, but I'm running late. Is there any way you can work with me? You were so gracious. I'm like, let's go for drinks after so that we can still spend more time.
And we ended up having like the best day. You introduced me to so many people in my town, which is so ridiculous. We had such a wild, fun night. And I told you, I'm like, I never add people to my friend team anymore because I have 30 people I run with. It's like I have enough friends I can't take anymore. But I told you, I'm like, no, you've officially been added. You're on the friend team.
I know it was so much fun. And now I'm sitting there. Okay. Click. How do we do another Miami weekend? Like, let's go. It's happening. Watch out Miami. Yeah. Miami seriously.
Watch out. We really know that as the case, because when we're together, it is ridiculous. And I'm for everyone listening, just know, sometimes you meet people on the internet and they're not the way that you thought they would be, which sadly that is the truth, right? Like, I mean, you just never know what you're going to get. Jen is so my energy. So my vibe, like she's so us. And it was just,
It was so great to be able to hang with you. I can't wait till I get to see you again.
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Chapter 2: How did a life-changing car crash transform Jenn's life?
Your story is so incredible. My son loves your story, like parts that you were sharing with him. And I really want you to kind of give everybody the insight and the incredible journey that you've been on thus far.
Yeah, you know, so I was that girl that was seeking external validation anywhere she could get it, right? I got into the financial service career out of college, which is fantastic for people seeking external validation because they keep your names on a wall and stats and how much money are you making and bringing in and revenue that you're driving and blah, blah, blah, blah, blah.
And that lifestyle. war on me so much to the fact that I'm like, okay, I can't stay here any longer at this company because I will explode. So I started my own company, which is always a ton more work in the beginning until you learn how to hire yourself out of a job, which is a skill that takes a lot of development, a lot of trial and error. But luckily, I had that happen because I became a mom.
And when I became a mom, I'm like, OK, I'm going to be this wonderful stay at home mom because that's what everybody's dream was in my hometown. And I have these seven amazing children. And all of a sudden they started going to school. I'm like, okay, well, I don't really like this.
And I didn't know what to do with not really liking that because I felt shame and guilt about not being ecstatic to have this privilege to be a stay-at-home mom. And I told myself this lie. I said, okay. this is just a season. I'm going to do this stay at home mom thing until my last one goes to college. And so that's like 15 years from now, like we got this girl.
And I was going through the motions and I was doing the thing. And I would say that my life was meh, right? Like it wasn't ecstatic. It wasn't terrible. It was just, this is what it was. Plug and play, Groundhog's Day, repeat, repeat, repeat. And then- In 2018, December 18 of 2018, I was in a horrific car crash. That should have taken my life.
In fact, they've rebuilt the accident 50 different times and could not build a scenario where I lived, let alone walked away. And that accident made me realize I don't get to choose when I die, but I sure get to choose how I live and how I'm living is a choice. And is this the choice I want to be making? And that just woke me up to the fact that like my life could end at any moment.
And if it ended right now, I would be devastated of all the things I didn't take a chance to see, do, experience, try, like all of it. So 2019 became like the year of the reckoning. And I had this huge bucket list and everything under the sun went on it from I want to taste pasta in Italy to swim in the ocean at the Great Barrier Reef and like whatever. Right.
I just allowed myself to be playful and curious and explore who I was. And on that list was climb a mountain. And then I'm like, OK, I'm going to climb a mountain for my 40th birthday, which happened in 2020. And that got escalated into this world record pursuit and like life's history. But that's kind of like me in a nutshell from the beginning.
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Chapter 3: What does it mean to surrender and why is it powerful?
And so instead of I didn't have the courage to look at my body at this moment because I felt all these warm feelings everywhere. And I'm like, I'm sure I'm bleeding out. I don't even know what just happened. Blah, blah, blah, blah, blah. I closed my eyes and I wiggled my fingers and toes. I'm like, oh my gosh, I can feel my fingers and toes. Like I can feel my fingers and toes.
And I said that out loud a couple of times. He goes, if you can feel your fingers and toes, you're going to be okay. I just need to leave you here until the ambulance comes. Cause I don't know what's going on. I'm like, okay, fine. And I share that story because I think it's so important for us to recognize we're the only ones that can tell the world we're okay.
Because the world's going to tell you you're not. Like that guy's face was telling me I'm not okay. But that's not a truth I have to believe. I have to listen to my internal story and come up with whatever that truth is for myself.
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Chapter 4: How did Jenn Drummond overcome her limiting beliefs?
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Speaking of opportunity, download the CFO's Guide to AI and Machine Learning at netsuite.com slash monaghan, all caps. The guide is free to you at netsuite.com slash monaghan. That's netsuite.com slash monaghan. So powerful. I'm not great at surrender either. However, probably the last year, I've really, actually, no, it started for me back right at the end of the pandemic.
I started like trying to learn more about it, trying to understand what that meant. Because truly, and I'm sure for some people listening, like it doesn't even make sense. Can you explain to us what surrender is and how it's applicable in your life?
For me, I think it's like I learned how to surf during COVID. Like one of the fun things about COVID is like we had all this time and I took my kids to Hawaii because I'm like, if we're going to blow up, like let's blow up at the beach. And so we did COVID in Hawaii. And I remember learning how to surf and how you had to like paddle so hard to get into the wave.
And then once you got into the wave, like you just you relaxed and you just let go and you just like flowed with the wave. And I think so much of us are used to just that paddling of so hard and just giving it all that we got that we forget the other part of that circle is to let go and ride the momentum that you've generated. And so for me with that car accident, it was like, okay,
I can't beat this car. The only thing I can do is try to move with it because if I move with it, then I'm not resisting it. And that resistance is what causes injury. And so when we're looking at our own lives, like, yeah, the bus pulls up. You got to freaking hustle to get on that bus to go wherever you're going.
But once you're on that bus, like that's your chance to like take the ride and get off at the next stop.
When I'm hearing you talk about this, it's reminding me that it's wild. I haven't thought about this in a long time. Right near the end of COVID, my spin class, we couldn't meet indoors. So we actually did class on a rooftop, which is when I live in Miami. So we're very blessed, right? Like we're at the beach. So we're so blessed.
We had the opportunity to do that in such a difficult time when people couldn't be together. We could actually be in a group setting outside and you could see over the top of the roof. And I remember, and I always think like,
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Chapter 5: How can embracing curiosity lead to personal growth?
Oh no. And it's crazy because like when I got into this mountaineering stuff, I had never slept in a tent. Okay. So it wasn't like I was this hardcore mountaineer. Let's make this happen. Life is good. Like it was just this, okay, I have this space to allow something different show up. I'm in this place of curiosity. And if someone would have said, Hey, I want you to go climb this mountain.
In a different setting, I would have been no, unless I knew exactly how to make it happen and to get to the top and to win or to whatever else like that. Like I was, I can look back and see, like, I was very selective on what I would get involved in because it was my brand. It was who I was. Like I had to be number one because that's the only place I felt safe.
And after the accident, I was like, I would rather have the experience failing, trying to climb a Mount Everest than never even trying to climb it. And that like when I had that aha moment and that like thing of success is experience versus success is number one. The doors like flooded open with all kinds of opportunity.
Wow, that's so incredibly powerful. And you're so right. Why did it take us so long to start learning these things? And P.S., this stuff needs to be taught to kids in school. It's crazy.
Yes, I know. It's great. It's funny because I have seven kids, so I have this crayon box of different colors and ways of doing life. It's funny because some of my kids are hardwired for that external validation. And I have a couple of them that are hardwired. They're like, I don't care what my grade is, mom. It doesn't matter. Like, this is who I am.
And it's so fun because some of them I'm like, oh, this is me. And I'm like, man, I wish I had that knowledge or that view or that way of doing life. It's so fun to watch them bring it forward and me learn from them.
Guys, so listening right now, the power is in the surrender. The power is in the letting go. That is the strongest, most powerful thing that you can do, not the way we'd always been taught.
All right, but then take us into, because first of all, the fact that you bring hair dryers and like curling iron when you do go on your mountain trip, like give us a little insight into like how this thing came to be and like how you still are you on mountains and like what you've done.
Yeah. OK, so we back up and say, OK, I'm going to climb a mountain for my 40th birthday. And I live in Park City. So there's people that are big into mountains all over the place. And I asked some friends that I knew were big into mountaineering. Hey, if you could climb one mountain in the whole world, what would you climb?
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