Welcome to The Worst Advice I Ever Got hosted by Sean Taylor. This show will feature in-depth discussions with diverse guests, exploring the unconventional side of guidance – the worst advice they've ever got. Together, we'll extract valuable insights from these unique experiences, offering you a roadmap to discerning what advice to embrace and what to ignore. The Worst Advice I Ever Got is not just about the missteps; it's a journey through the unexpected lessons found within the less-than-ideal moments. Tune in to gain a fresh perspective on success and learn how to navigate the complexities of advice.
In this episode, Allan shares how embracing, and eventually outgrowing,that advice led him to become one of the most influential voices in the accounting world. It’s a story about finding your lane, then building a whole new highway.
In this episode of The Worst Advice I Ever Got, Kelly opens up about the damaging pursuit of perfection. From early praise that reinforced unrealistic standards to the hidden toll it took on her mental health, she shares how striving to be flawless actually helped her succeed... and why that made it even harder to let go.
This one’s for anyone who’s ever felt like their worth depends on...
Jeff Hilimire was told to “dream big.” Sounds like great advice—until it nearly burned him out.
In this episode, Jeff shares how chasing massive goals led to overextension, failed ventures, and a lesson he now lives by: dream small. Focus on what matters. Build with purpose. And grow from there.
From launching startups to founding 48in48, Jeff’s story is a masterclass in scaling back to...
In this episode of The Worst Advice I Ever Got, Jamie shares why traditional business plans can be a trap for creative entrepreneurs. From freelance life to launching multiple ventures, he talks about embracing uncertainty, staying agile, and why “figuring it out as you go” isn’t failure—it’s freedom.
Whether you’re a planner, a dreamer, or somewhere in between, this episode will make y...
In this episode, Anita shares how she rebuilt her business with a minimalist mindset—focusing on fewer, high-value clients instead of chasing constant growth. We talk about the cost of hustle culture, the power of clarity, and how success looks different when you're actually enjoying the life you're building.
In this episode of The Worst Advice I Ever Got, Evren shares how achieving the kind of success most people dream about left him feeling empty, addicted, and disconnected from what really mattered. It took one powerful moment with his son to change his life—and inspire a journey toward real meaning.
From corporate highs to completing a 100-mile ultra-marathon in the mountains of Turkey, E...
In this episode, DePriest shares how generational expectations shaped his early career path, why he eventually walked away from corporate success, and how he found purpose in nonprofit leadership. From the weight of bad advice to the freedom of finding your “why,” this conversation is about more than just work—it’s about redefining what success really means.
Follow The Worst Advice I Eve...
Honestly seems like sage advice. But it was the worst Stephen Ochs, founder of Fetch, ever got. Listen to his story.
Sean and JB talk about why we're making a podcast in the first place, what we've learned so far and what we can look forward to this season on The Worst Advice I Ever Got.
After a very successful college track and field career, Matt Hemingway decided he was going to try to make the olympic team. It didn't happen the first time and then it didn't happen the second time. Now 10 years later, he decides he's going to try for a third time. Anyone who knew anything about the sport told him "you're too old to make an olympic team." That turned out to be the worst...
When your father only gives you one piece of advice your whole life at the age of 10, thats apt to stick with you. It made Ryan a two time olympic skiier, the president of a private equity firm at 32 and a multi-milllionaire by 40. But on a flight back from Orlando before his 41st birthday, he realized that was the worst advice he ever got.
When Paul was starting out in advertising, it was the golden age of analytic data so he was told that when it comes to selling a product or service, "brand doesn't matter." He believed it, and worked for 20 years pushing that data is the only thing that matters to sell your audience. After some pretty big changes in his life, he realized, that was the worst advice he's ever got.
...When Jon was told to join the military, he thought that would be a spring board to where he really wanted to be. Turns out, that was the worst advice he ever got.
When her professor told her "you're not cut out for business" after her very first test in college, Claudia took it to heart. How does hearing something like that effect someone's career path?
King Of Pops Co-Founder Steve Carse created a wildly successful pop brand. But when it was time to exand, he was told that frnchising would mean he would lose what was special about his brand. That was the worst advice he's ever got.
When a reporter asked him how it felt not to have to worry about money anymore after winning the FedeX Cup in 2011, Bill Haas didn't know how to answer that question. And now that he thinks about it, that was the worst advice he's ever got.
When Kavi's parents moved from Vietnam to the deep south in the U.S., they wanted her to fit in as best she could. They told her to do that, she needed to make sure she didn't stand out. That was the worst advice she's ever got.
if you want to be successful in entrepreneurial business, the worst advice Kirk Halpern ever got was to get his MBA. With so many people striving to get their MBA's today, how can that be his worst advice?
Even saying it out loud made Jason feel icky. Why would you think about money when it comes to love and relationships? If you're Jason, you wouldn't, and thats what made this the worst advice he's ever got.
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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