If you think stepping into leadership is just a promotion, think again. Most people have no idea how dramatically the job changes the moment you go from individual contributor to the person responsible for guiding, developing, and inspiring others. In this episode of the Hustle Nation Podcast, we break open the real challenges of transitioning into leadership, the messy, uncomfortable, often-avoided parts no one warns you about.
Chris Burns and Dustin McClone go deep into what actually derails new leaders: chasing quick wins before building trust, clinging to old friendships that suddenly feel complicated, underestimating how long buy-in really takes, and trying to “prove yourself” through action instead of listening. You’ll hear raw stories of early mistakes, hard-won lessons, and the mindset shifts every new leader must make to earn credibility fast—without burning bridges or losing themselves in the process.
We explore why the first 60–90 days of leadership are the most dangerous, how to resist the instinct to micromanage, and why modeling behavior beats lecturing every single time. You’ll learn how to set boundaries, give immediate feedback without feeling like a jerk, and balance accountability with empathy in a way that brings out the best in people rather than building resentment.
Whether you’re stepping into leadership for the first time, preparing for the next leap, or coaching rising leaders on your team, this conversation reveals the overlooked truths that make or break careers. If you want to step into leadership with clarity, confidence, and a strategy that actually works.
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Two Guys, Five Rings: Matt, Bowen & The Olympics
Two Guys (Bowen Yang and Matt Rogers). Five Rings (you know, from the Olympics logo). One essential podcast for the 2026 Milan-Cortina Winter Olympics. Bowen Yang (SNL, Wicked) and Matt Rogers (Palm Royale, No Good Deed) of Las Culturistas are back for a second season of Two Guys, Five Rings, a collaboration with NBC Sports and iHeartRadio. In this 15-episode event, Bowen and Matt discuss the top storylines, obsess over Italian culture, and find out what really goes on in the Olympic Village.
iHeartOlympics: The Latest
Listen to the latest news from the 2026 Winter Olympics.
Milan Cortina Winter Olympics
The 2026 Winter Olympics in Milan Cortina are here and have everyone talking. iHeartPodcasts is buzzing with content in honor of the XXV Winter Olympics We’re bringing you episodes from a variety of iHeartPodcast shows to help you keep up with the action. Follow Milan Cortina Winter Olympics so you don’t miss any coverage of the 2026 Winter Olympics, and if you like what you hear, be sure to follow each Podcast in the feed for more great content from iHeartPodcasts.