If I Could
If I Could is a podcast for ambitious people who feel the pull to do more, but aren’t sure what the next step looks like yet.
Each episode features honest conversations with founders, creators, leaders, and change makers who took a leap, left the safe path, navigated uncertainty, and built something meaningful. We talk about the real moments behind the journey: the fear, the doubt, the tradeoffs, and the lessons they wish they knew earlier.
This isn’t a highlight reel. It’s about career pivots, entrepreneurship, leadership growth, and the decisions that quietly shape a life.
If you’re at a crossroads in your career, thinking about starting something new, or simply searching for clarity and direction, If I Could will help you learn from people who’ve been there, and remind you that you’re not alone in the process.
New episodes explore:
• Career pivots and reinvention
• Entrepreneurship and early-stage startups
• Leadership lessons learned the hard way
• Turning ideas into action
• Finding purpose in your work
Listen in, take what resonates, and apply it to your own journey.
If I Could
From Pharmacy to Comedy: Reinventing a Career with Humor
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Career pivots can come from unexpected places. This episode follows a journey from healthcare to comedy—and the bravery required to chase laughter.
You can follow Billy on Instagram at dr_diangelo.
Contact us: @ificouldpodcast
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