Overcoming Fears, Reinvention, and Entrepreneurship with Kerry Barrett episode artwork

EPISODE · Mar 16, 2026 · 39 MIN

Overcoming Fears, Reinvention, and Entrepreneurship with Kerry Barrett

from I Don’t Know Where This Conversation Is Going to Go… · host Michael Piperno

Ever wondered what it really takes to conquer self-doubt, switch careers, or start a business from scratch—especially when you have no clue what you’re doing? In this episode, I sit down with Emmy Award-winning former TV news anchor turned on-camera coach, Kerry Barrett, to unpack the winding road from the newsroom to entrepreneurship.We both open up about the messy side of pursuing new dreams: overcoming fear of public speaking, dealing with imposter syndrome, learning on the fly, and making peace with failure. You’ll hear how Kerry pivoted her business multiple times, faced a steep learning curve, and discovered the power of relentless self-improvement.Whether you’re thinking about your own career leap, struggling with self-confidence, or just craving an authentic peek behind the scenes of working for yourself, I think you’ll find our conversation insightful. Plus, we share some practical wisdom on the importance of building a support network, testing your ideas, and (finally) not letting other people’s opinions define your story.Tune in for an empowering conversation loaded with real talk, lots of laughs, and actionable takeaways for anyone on the journey of reinventing themselves.Links mentioned in the show:Kerry’s LinkedIn Profile: www.linkedin.com/in/kerrybarrett/Check out Kerry’s YouTube Channel: www.youtube.com/@IAmKerryBarrettKerry’s Website: www.kerrybarrett.comMichael’s Website: MichaelPiperno.com

Ever wondered what it really takes to conquer self-doubt, switch careers, or start a business from scratch—especially when you have no clue what you’re doing? In this episode, I sit down with Emmy Award-winning former TV news anchor turned on-camera coach, Kerry Barrett, to unpack the winding road from the newsroom to entrepreneurship.We both open up about the messy side of pursuing new dreams: overcoming fear of public speaking, dealing with imposter syndrome, learning on the fly, and making peace with failure. You’ll hear how Kerry pivoted her business multiple times, faced a steep learning curve, and discovered the power of relentless self-improvement.Whether you’re thinking about your own career leap, struggling with self-confidence, or just craving an authentic peek behind the scenes of working for yourself, I think you’ll find our conversation insightful. Plus, we share some practical wisdom on the importance of building a support network, testing your ideas, and (finally) not letting other people’s opinions define your story.Tune in for an empowering conversation loaded with real talk, lots of laughs, and actionable takeaways for anyone on the journey of reinventing themselves.Links mentioned in the show:Kerry’s LinkedIn Profile: www.linkedin.com/in/kerrybarrett/Check out Kerry’s YouTube Channel: www.youtube.com/@IAmKerryBarrettKerry’s Website: www.kerrybarrett.comMichael’s Website: MichaelPiperno.com

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Overcoming Fears, Reinvention, and Entrepreneurship with Kerry Barrett

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This episode was published on March 16, 2026.

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Ever wondered what it really takes to conquer self-doubt, switch careers, or start a business from scratch—especially when you have no clue what you’re doing? In this episode, I sit down with Emmy Award-winning former TV news anchor turned on-camera...

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