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File this episode under: how to be wildly ambitious without postponing your entire life until you "make it."
This week, I'm Unwineding with Gaby Ulloa—writer, host, storyteller, and one of those women who leaves you better than she found you.
We’re talking about the very real tension between wanting an extraordinary life and actually remembering to LIVE while you’re building it. Gaby opens up about spending years hyper-focused on the next milestone, constantly moving the goalpost, and convincing herself she couldn’t fully celebrate until the “big thing” happened—and what changed when she realized the outcome can’t be the entire point.
We get into ambition, perfectionism, self-doubt, overthinking yourself into paralysis, and learning to start before you feel ready. Gaby shares the mindset that helped her stop treating every decision like it could make or break her future, why nobody ever really feels ready for the opportunities they’re given, and the advice from her mom that she still comes back to: people simply choose to rise to the occasion.
We also talk about the other side of being a deeply ambitious woman: learning how to actually enjoy the life you’re working so hard to create. How do you chase huge dreams without making your happiness conditional on achieving them? How do you hold the vision while releasing your death grip on exactly how it needs to happen? And at what point does all of our self-improvement, optimization, healing, planning, and preparing actually prevent us from hearing ourselves think (my fellow Capricorns, these questions are for you!!!)?
We also get into:
• perfectionism, overthinking & taking action before you feel ready
• why the biggest self-betrayal might be never letting yourself try
• Gaby’s “pearl necklace” mindset for breaking out of paralysis
• how to stop constantly moving the goalpost on your own happiness
• ambition, self-trust & learning to enjoy the process
• holding the vision while releasing the “how”
• why there can be such a thing as too much self-improvement
• learning to trust your own voice instead of constantly looking for more answers
• mentorship & why you always have something to bring to the table
• the power of multi-generational female friendships
• visibility, confidence & the discomfort of being seen
• why actually living your life might make you better at your job
• becoming someone your younger self would be proud of
& so much more. A conversation I deeply needed and hope you did, too. As always, take whatever resonates and leave the rest. LOVE YOU.
SAY HI:
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