Episode 40: Saying “Yes” When Opportunities Arise with Andrea Dodson
Hosted by Katelyn Calhoun
This week on Crafted Connections, I’m joined by the powerhouse human that is Andrea Dodson—entrepreneur, former collegiate athlete, pilot, international flight attendant, community advocate, coach, and deeply intentional mother of three.
Andrea and her husband built Redwood Automotive in Anderson, Indiana from six cars and pure grit into a community-rooted dealership shaped by their core values: connection, service, responsibility, and saying yes when life opens a door.
But her story doesn’t start with business ownership.
In this conversation, we explore Andrea’s winding early career—flying planes at 16, working internationally, running competitively again after years away, trying on identities, shedding others, and learning to trust her own curiosity even when people questioned her path.
This episode is about following your own internal GPS, even when the route isn’t linear.
It’s about discipline and flow.
Structure and intuition.
Vision and adaptability.
And above all, it’s about the power of showing up authentically in your work, your community, and your family.
Andrea also shares the extraordinary and deeply moving story of becoming a foster parent to two teenage brothers she met while coaching high school cross-country—an experience that reshaped her family, her outlook, and her understanding of what it means to say yes to a moment that calls you forward.
Whether you’re an entrepreneur, a multi-passionate human, or someone navigating a chapter of reinvention, this conversation will leave you feeling expanded.
What You’ll Hear in This Episode:
✨ How Andrea’s curiosity carved an unconventional early career path
🥾 Building a business from scratch—literally from a six-car inventory
💛 Why community investment is at the core of Redwood Automotive
🧭 Challenging the myth that you must be “one thing” to be successful
🌱 Why flexibility—not rigidity—is the true engine of entrepreneurship
🏃♀️ What endurance sports taught her about mindset, resilience, and business
👦 The incredible story of how she grew her family
🎯 Why success requires being proud of where you are right now, even as you aim for what’s next
Ready to Start Saying “Yes” to Your Own Story?
Story Strategy Sessions are currently 50% off as part of the Resolution: CLARITY sale.
If you’re stepping into a new chapter, preparing to show up more visibly, or craving clarity around your next move—this session helps you understand your narrative and communicate it with confidence.
🎥 Book your session and use code SEASON2025:
https://katelyncalhoun.as.me/story-strategy-session
Join the Conversation:
📲 Instagram: @CraftedConnectionsPod
📬 DM us your questions or guest suggestions!
Crafted Connections is lovingly produced by Calhoun Creative Consulting, a strategic storytelling firm helping people and brands tell stories that resonate.
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Keep creating, keep connecting.
