On this episode, we switched things up! Instead of a standard interview, I talked about a few recent topics with the best-selling author, Zack O’Malley Greenburg. He has long had his pulse on the music industry. Between his past time covering the business at Forbes, writing acclaimed books on the likes of Jay-Z and Michael Jackson, or his current Substack blog, Zack has formed both a macro- and micro-view of the entire industry. He’s the perfect person to bring onto Trapital to discuss the stories reverberating across the music business today.One of those stories is Spotify’s floundering performance as of late. The streaming leader’s stock has cratered to all-time lows, partly due to so-so performance, but also as a byproduct of Netflix’s own struggles. But if you ask Zack, the commonalities between Netflix and Spotify aren’t as close as critics will have you believe. Specifically, Spotify’s “unlimited buffet” business model is a massive differentiator. And then there’s Apple officially discounting the iPod after 21 years. Whether it gets the credit or not, the innovative product re-shaped the music business into what we see today. As a “legal Napster”, it laid the groundwork for today’s streaming-dominated industry — not just for music, but podcasts too. Check out all the topics Zack and I covered in this episode of Trapital:[0:00] Zack’s First Experiences with The iPod[6:11] Steve Jobs First iPod Keynote[8:33] iPod As A Gateway Into Apple Ecosystem [12:16] Will iPod Have A Resurgence Like Vinyl? [14:48] U2’s Free Album On Apple Backfires [18:55] Spotify’s Current Business Struggles[20:09] Why Spotify Shouldn’t Be Compared To Netflix[27:23] Do Spotify And Netflix Have Content Problems?[33:00] Examining Bad Bunny’s Meteoric Rise In Six Years[38:21] Latin Music Succeeding In US Despite Language Barrier [40:12] Did Jay Z Ruin Robinson Cano’s Career?Listen: Apple Podcasts | Spotify | SoundCloud | Stitcher | Overcast | Amazon | Google Podcasts | Pocket Casts | RSSHost: Dan Runcie, @RuncieDan, trapital.coGuests: Zack O’Malley Greenburg, @zogblog This episode was brought to you by Highlight. Build the community of your dreams on the blockchain. The new company is backed by leading investors like Haun Ventures, Thirty Five Ventures (“35V”), and more. Learn more at highlight.xyz  Enjoy this podcast? Rate and review the podcast here! ratethispodcast.com/trapital Trapital is home for the business of hip-hop. Gain the latest insights from hip-hop’s biggest players by reading Trapital’s free weekly memo. TRANSCRIPTION[00:00:00] Zack O'Malley Greenburg: If you're a startup and you're looking for celebrity investors and, I know that the market is cooled down a bit, but still, you know, you're in a fairly mature startup. And you're trying to get your name out there a little more by getting, you know, music investors, celebrities, et cetera. The kind of reach that he has, especially if you're trying to get into the Spanish language market. It's untoppable and, you know, I just think there's a tremendous opportunity there and in a lot of other places for him too.[00:00:29] Dan Runcie: Hey, welcome to the Trapital podcast. I'm your host and the founder of Trapital, Dan Runcie. This podcast is your place to gain insights from executives in music, media, entertainment, and more who are taking hip-hop culture to the next level.[00:00:49] Dan Runcie: On today's episode, we switched things up a little bit. This is normally an interview-style podcast, but I did a recent survey. And many of you say you wanted to hear more from me. You wanted to hear my insights, my perspective on this space and where things are heading. So it was a great time to invite back Zack O'Malley Greenburg.[00:01:08] Dan Runcie: You may know him from his work at Forbes, where he started a lot of the reporting on how much money hip hop artists were making and the potential for what they could do in the business world. So we covered a bunch of topics in this episode. First, we t