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May 6, 2025 43 mins

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Chasing Dreams One Step at a Time: Tiffany Simms on Mindset, Resilience & Entrepreneurship EP | 148

In this episode of Life’s Checkmark, I catch up with Tiffany Simms—a passionate coach, adventurer, and expert in embracing life one step at a time. Tiffany shares how a family 5k at Disney World sparked a journey of curiosity, resilience, and bold choices, including leaving her successful career to start over on her own terms. We trade stories about chasing vision, tackling burnout, the reality of entrepreneurship, and why defining your own version of success matters. From overcoming challenges to celebrating everyday joys, Tiffany’s story is a reminder that real growth doesn’t come from following someone else’s script, but from getting curious and taking the next right step.

Listen in, get inspired, and don’t forget—share your journey in the comments or on social and let’s cheer each other on!

Key Takeaways:

How to chase your own vision of success

The secret power of curiosity and playfulness

Steps to bounce back from burnout

Why one step at a time really works

Owning your story and helping others do the same

Connect with Tiffany Simms:

Instagram: https://www.instagram.com/thetiffanysimms/

Facebook: https://www.facebook.com/thetiffanysimms

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Life’s Checkmark Podcast Apple: https://podcasts.apple.com/us/podcast/lifes-checkmark-real-journeys-inspiration-motivation/id1655532499

Spotify: https://open.spotify.com/show/1RzjiymntY8HvP42EAcdjz?si=a7ccc512bd264ef7

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