Podcast – The #1 Copywriter Forum & Community – Kevin Roger's CopyChief

If you’ve ever walked into a store (or scrolled a sales page) and thought, “Man… where’s the human in all this?” — this episode is for you. Bob Phibbs, better known as The Retail Doctor, has spent decades helping brands rediscover the art of real connection — and in this conversation, he and Kevin unpack what it means to sell with soul in a world that keeps getting more automated, distracted…

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If you’ve ever hit that wall in your freelance career — where you’re booked solid, your income looks good on paper, but somehow you feel stuck — this episode is going to hit you square in the chest. Chris Orzechowski is one of the few freelance copywriters who managed to break free from the “busy but broke” trap. He’s written for huge eCommerce brands, trained hundreds of writers through his…

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In this episode, Kevin Rogers sits down with Victoria Franco to unpack transcreation—the blend of marketing strategy, cultural intelligence, direct response copy, and translation that turns English‑first offers into winners in Latin America. They break down why literal translation fails, how WhatsApp/DM culture flips the funnel, and why emotional resonance, social proof…

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In this episode of Paid to Create, I sat down with Dave Munson, founder of Saddleback Leather and author of the new book They’ll Fight Over It When You’re Dead. Dave’s story is one of relentless curiosity, unwavering faith, and a passion for building things that matter. We got deep into how a single leather bag turned into a brand people brag about owning—and why creating something people love…

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In this episode, I handed the mic to Lolita Allgyer—our brilliant messaging and story strategist here at Copy Chief—for a deep dive into what makes story-driven copy land with real emotional punch. This was more than just an interview. Lolita came in with the mindset of a strategist working with a client (me), and what followed was an honest, curious, and wide-ranging conversation about creative…

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In this powerhouse episode of Copy Chief Radio, Kevin Rogers chats with Daniella Wade—a strategic copywriter and entrepreneur from Trinidad and Tobago—about what it really takes to thrive as a freelance copywriter and what it’s like to land an elite in-house gig with Jeff Walker’s team at Internet Alchemy. Daniella shares her entrepreneurial journey, how she transitioned from hustling freelance…

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In this special Behind The Copy session, I’m joined by one of the most legendary and unfiltered voices in copywriting—Chris “Mr. Moneyfingers” Haddad. If you’ve ever wondered how someone turns emotional pain and dark humor into multi-million dollar sales letters… Chris holds nothing back. We go deep into the psychology of persuasion, the evolution of his infamous Michael Fiore persona…

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Most freelance copywriters are introverts—which makes the idea of networking feel about as natural as small talk at a corporate retreat (aka painful). But what if you could build powerful, career-changing relationships in a way that feels natural, rewarding, and even fun? That’s exactly what Selena Soo teaches in this episode. She’s built a thriving business by helping experts, authors…

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Peter Hoppenfeld and I dive headfirst into the state of marketing in 2025 and what it means for freelance copywriters like us. We’re talking about the major shifts happening right now, including how the FTC is tightening the reins on marketers, why bloated copy is losing its edge, and what it’s going to take to connect with a younger, savvier audience. We also explore the importance of…

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In this episode, I sit down with Brian McCarthy, mindset coach and former copywriter, to break down imposter syndrome—one of the biggest roadblocks for freelancers. We discuss why so many copywriters struggle with self-doubt, how social media fuels insecurity, and why traditional advice like “push through it” doesn’t work. Brian shares actionable strategies to rewrite limiting beliefs and step…

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