The Other Side of Skip Bayless | Sage Steele Show | EP 68

Skip Bayless has built a career on delivering sharp takes, holding bold opinions, and never backing down from a debate, but this conversation revealed a side of him that most people never see.

We discussed the work ethic that has fueled his decades in sports media, from his early days as a newspaper columnist to becoming one of the most recognizable personalities on television. Skip opened up about the sacrifices, the criticism, and the pressure that comes with living your life in front of an audience every single day.

He shared personal stories about his childhood, the moments that shaped him, and the relationships that have kept him grounded in a business that can easily pull you away from what matters most. We also got into his views on competition, how he prepares for those high-stakes TV debates, and why he’s still as passionate about sports as he was on day one.

This was Skip Bayless beyond the hot takes- a thoughtful, driven man who’s as committed to his craft as he is to staying true to himself.

The Sage Steele Show is a weekly podcast hosted by former ESPN anchor Sage Steele. Each week, Sage sits down with entertainers, athletes, business people, and politicians to have deep dive personal one on one discussions that enlighten, entertain, and engage. There’s a whole big world out there that’s not just sports, and Sage wants to talk about all of it.

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Chapters:
00:02:05 – How Skip Stays in Shape at 73
00:06:46 – Skip Bayless’ Origin Story
00:25:44 – Skip’s Ability to Debate
00:31:27 – Skip Bayless vs. Shannon Sharpe
00:34:50 – How Much Skip Bayless Loves Sports
00:37:53 – Women’s College Softball
00:39:47 – Ex-Pro Analyst vs. Skip Bayless
00:42:57 – Is Skip Bayless Racist?
00:47:29 – An Insane Story You’ve Never Heard
00:58:15 – Skip Reflects on His Career
01:02:37 – Best Bayless Quotes
01:15:42 – Does Skip Have Any Regrets?
01:16:05 – LeBron James
01:23:30 – Word Association
01:33:52 – How Skip Bayless Looked Out for Sage During the NBA Finals
01:36:30 – How Skip Changed the Lives of Shannon Sharpe, Stephen A. Smith, and More

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