Best The Rappers Guide Podcasts (2025)

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Ep. 3103 - First $1,000: AI Agency Writes Execs’ LinkedIn Posts 6:27

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8h ago6:27

6:27

In this week’s First $1,000 segment, meet a resourceful freelancer who used ChatGPT to create a one-stop shop for executive LinkedIn posts. Learn how they landed their first paying clients, built a monthly subscription model, and turned AI-based writing into a no-code content agency. Side Hustle School features a new episode EVERY DAY, featuring de…

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Ep. 3102 - Weekend Workshop: Back to the Future 8:02

1d ago8:02

8:02

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: what to do once your hustle is up and working well. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of p…

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How Chess Saved Danny Rensch’s Life: From Cult Roots to Chess.com’s Success 33:24

2d ago33:24

33:24

Notes from James: I had no idea this conversation would go where it did. I thought we’d talk chess. Instead, we talked about life, trauma, manipulation, redemption… and how one of the world’s most popular games can be both a tormentor and a savior. Episode Description: In this raw and powerful episode, I sat down with Danny Rensch—International Mas…

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Ep. 3101 - Q&A: “I want to sell ‘weird grocery items’…” 5:26

2d ago5:26

5:26

Can you make money finding and reselling discontinued snacks or cult-favorite condiments? In this episode, we explore the surprisingly lucrative world of rare grocery resale. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes fr…

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Ep. 3100 - Q&A: “Can I make money designing unique scavenger hunts?” 4:59

3d ago4:59

4:59

Could your love of puzzles turn into a creative business? In this episode, we explore the world of interactive scavenger hunts—and how people are making real money designing them. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includ…

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35: Theodore M.E. Taylor and the $20 Gig 43:30

4d ago43:30

43:30

Roxxy and comedian Theodore M.E. Taylor discuss his special "Bowtie Guy", their different comedy writing processes and horror stories from the comedy streets.By The Roxxy Haze Podcast

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Ep. 3099 - TBT: Embroidered Joke Hat Becomes Unexpected Business 6:51

4d ago6:51

6:51

In this week’s Throwback Thursday segment, hear how one sarcastic embroidery project turned into a booming side hustle—after a single joke hat went viral and sparked thousands of sales. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show …

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The Stoic Capitalist: How Rational Thinking Creates Success | Robert Rosenkranz 1:08:46

5d ago1:08:46

1:08:46

A Note from James: Man, what a fascinating career Robert Rosenkranz has had—multi-billionaire, involved in virtually every part of finance and American industry. He wrote a book called The Stoic Capitalist, and what really stands out is how he's actively applied stoic principles to achieve immense success throughout his career. Even from a young ag…

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Ep. 3098 - STORY: Engineer Turns Home Energy Problem Into Million-Dollar Solution 7:22

5d ago7:22

7:22

A construction engineer discovers how much energy is wasted by attics, creates a simple product that saves homeowners money, and builds a side hustle that earns more than two million dollars a year. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This ye…

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Mark Hamill 54:16

6d ago54:16

54:16

The one and only Mark Hamill joins us this week. He chats with us about his latest role in the epic, life-affirming drama The Life of Chuck. He also chats with us about what inspired him to take his acting skills to Broadway after Star Wars. Plus, he shares what got him into voice acting and does his iconic voice as the Joker from the animated Batm…

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Ep. 3097 - Q&A: “Turning my sleep obsession into a hustle…” 5:50

6d ago5:50

5:50

Can you turn a love of sleep into a legit business? In this episode, we explore whether reviewing sleep products can make money—and what to do if it’s not the goldmine this listener hoped for. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, th…

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Ep. 3096 - First $1,000: Legal Eagle Lands Big Order After Rapper Shoutout 6:51

7d ago6:51

6:51

In this week’s First $1,000 segment, discover how a corporate attorney started custom-painting sneakers for fun—until Lil Nas X gave her a social media shoutout and made her phone blow up. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the sh…

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Ep. 3095 - Weekend Workshop: Creating Business Systems 8:19

8d ago8:19

8:19

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: “get it out of your head” by creating business systems. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies …

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How to Master Anything—at Any Age: Lessons from World Chess Champion Viswanathan Anand 32:02

8d ago32:02

32:02

Notes from James: When I turned 40, I was depressed. I checked the top 50 chess players and saw only one person around my age: Viswanathan Anand. That moment gave me hope. Episode Description: I met one of my lifelong heroes—five-time World Chess Champion Viswanathan Anand—and got to sit down with him at the Norway Summit to unpack what it really t…

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Documentarian Matt Wolf on 'Pee-wee as Himself' 44:41

10d ago44:41

44:41

What was it like to work with Paul Reubens? The man behind Pee-wee Herman. Pee-wee as Himself is a beautiful, touching documentary about one of the most talented and unique voices of our time. He died in 2023. We're joined by filmmaker Matt Wolf. He talks about what made Paul Reubens a dream subject for a documentary and how he got Paul to open up …

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Ep. 3093 - Q&A: “Is there a market for professional home inventory services?” 4:59

10d ago4:59

4:59

Could documenting home belongings be a profitable business? In this episode, we explore whether a home inventory service makes sense, how to find clients, and what it takes to make it work. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the s…

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34: Khleo Thomas and the Art of Being Evil 45:00

11d ago45:00

45:00

Roxxy Haze and actor and gamer Khleo Thomas discuss what makes a good Disney villain, the depravity of Hunchback's Claude Frollo and the iconic nature of Lion King's Scar.By The Roxxy Haze Podcast

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Gary Vaynerchuk: The Brutal Blueprint for Real Freedom 1:09:39

11d ago1:09:39

1:09:39

A Note from James: So I’ve been doing this podcast for a long time—over 1500 episodes—and I’ve spoken to everyone from billionaires to best-selling authors, athletes to entrepreneurs. But there are a handful of episodes that still ring in my ears years later. One of them was Episode 156 with Gary Vaynerchuk. I was just re-listening to it while pull…

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Ep. 3092 - TBT: Digital Sticker Sales Skyrocket to $500K 6:09

11d ago6:09

6:09

In this week’s Throwback Thursday feature, revisit how a graphic designer turned her digital sticker packs for note-taking apps into a $500,000 eCommerce empire. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided les…

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Ep. 3091 - STORY: Faux Taxidermy Turns Heads on Home Decor 7:28

12d ago7:28

7:28

A Pennsylvania couple turns a difference in home decorating taste into a bustling business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSc…

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Ego Nwodim 36:36

13d ago36:36

36:36

This week on Bullseye, we talk to Ego Nwodim! She just wrapped up her seventh season as a cast member on Saturday Night Live. She talks with us about her roundabout path to comedy, including nods to her hometown in sketches, and a whole lot about her incredible SNL character: Lisa from Temecula. Learn more about sponsor message choices: podcastchoi…

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Ep. 3090 - Q&A: “Can renting your car on Turo actually make money?” 5:23

13d ago5:23

5:23

Is renting out your car on Turo an easy side hustle or just extra wear and tear? In this episode, we break down the real numbers, risks, and whether it’s worth it with just one vehicle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show …

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Ep. 3089 - First $1,000: Custom Trekking Gear from a Home Printer 6:09

14d ago6:09

6:09

In this week’s First $1,000 segment, discover how one weekend hiker used a basic 3D printer to create custom trekking pole grips that fit like a glove—and quickly sold them to fellow backpackers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year,…

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Obsession, Chess, and the Myth of Mastery | James & Dirk Jan ten Geuzendam on the "New in Chess" Podcast 1:03:57

15d ago1:03:57

1:03:57

A Note from James: So the question is, I really feel that in order to get not good at something, but great at something, you have to be obsessed. You can't just wake up and decide to be obsessed—it has to be deep, almost irrational. Obsession is like addiction. It throws your life off balance, and yet... there’s this insane joy when you enter the s…

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Ep. 3088 - Weekend Workshop: Look for Money Lying Under a Rock 8:16

15d ago8:16

8:16

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: how to look for money lying under a rock. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who …

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Ep. 3087 - Q&A: “Should I create a free course before launching a paid one?” 4:58

17d ago4:58

4:58

Is offering a free course before launching a paid one a smart strategy, or does it just attract freebie seekers? In this episode, we break down when a free course can boost sales—and when it’s just a distraction. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting thei…

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I Wish I Made That: Mary Randolph Carter 13:55

17d ago13:55

13:55

Mary Randolph Carter is an expert on all things junk. She's written many books on the topic including her latest called Live With the Things You Love: And You'll Live Happily Ever After. We asked Carter if there was ever one piece of junk she acquired over the years that stuck with her so much and lived inside her head rent free for so long that sh…

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Ep. 3086 - Q&A: “Should I monetize my free Facebook group?” 5:14

18d ago5:14

5:14

Can you turn a free Facebook group into a revenue stream without upsetting your members? In this episode, we explore ethical ways to monetize an engaged online community. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free g…

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Ep:31. Don't Sleep on Eat Street and a note on Escalation Clauses 52:44

18d ago52:44

52:44

Welcome to This Must Be The Place, the Twin Cities podcast hosted by top Minneapolis–Saint Paul Realtors Andrew Shields and Casey Golden. We spotlight the people, neighborhoods, and real estate that make the Twin Cities a great place to live. On this week's episode we spend 30 minutes on 4 blocks of S. Minneapolis's Nicollet Ave, otherwise known as…

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Michael Dell vs. Wall Street: Dorm Room to Billion-Dollar Battles 54:28

18d ago54:28

54:28

A Note from James: Michael Dell. Founder of Dell. I remember in college, hearing about this kid who was building computers in his dorm and making millions. I thought it was a myth. It wasn’t. He’s the real thing—and he just kept going. I wanted to understand what drove him, what it felt like to deal with Carl Icahn trying to wrestle his company fro…

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Ep. 3085 - TBT: Print-on-Demand Store Crushes It Without Ads 6:41

18d ago6:41

6:41

In this week’s Throwback Thursday segment, see how a side hustler built a thriving print-on-demand business by tapping into ultra-specific niches—like “retired paramedic” mugs—without ever spending on ads. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. …

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Ep. 3084 - STORY: Kiwi Coder Makes Extra $50,000/Year from Digital Paintbrushes 7:29

20d ago7:29

7:29

A New Zealand-based software developer puts her digital skills to artistic use by creating virtual lettering brushes for budding digital calligraphers. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and l…

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Questlove 48:53

20d ago48:53

48:53

Questlove, drummer and bandleader for The Roots joins us on the latest episode. The legend. Lately, he's been working on music documentaries: Sly Lives! and Summer of Soul were both fantastic. He joins us to talk at length about Ladies & Gentlemen... 50 Years of SNL Music. Questlove gets into his early memories of Saturday Night Live as a kid and g…

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Ep. 3083 - Q&A: “Is a high-ticket offer the right move for my business?” 4:49

21d ago4:49

4:49

Would a high-ticket offer boost your business or drive away your customers? In this episode, we break down when (and how) to introduce a premium package without losing your audience. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show inc…

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Ep. 3082 - First $1,000: Partners Turn Neglected Washers into Solid Profit 6:04

22d ago6:04

6:04

In this week’s First $1,000 segment, meet two friends who took the daring route of buying someone else’s failure—a laundromat on the brink of closing—and revived it with cost-efficient fixes and grassroots marketing. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting …

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Ep. 3081 - Weekend Workshop: Grow What Works, Let Go of What Doesn't 7:07

23d ago7:07

7:07

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it’s all free. Today’s topic: grow what works, let go of what doesn't. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who e…

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Ep. 3080 - Q&A: “Should you fight unfair refund requests or just move on?” 4:58

24d ago4:58

4:58

What do you do when a refund request doesn’t follow your policy? In this episode, we talk about how to protect your business while keeping customers happy—and when it’s smarter to just move on. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, t…

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Carson Lund made Eephus, the best baseball movie in recent memory 33:18

24d ago33:18

33:18

This week on Bullseye, we talk to Carson Lund, director of the new slice-of-life baseball film, Eephus. The movie is about two rec league baseball teams meeting to play their final game on a field, which will be torn down the next day to make way for a middle school. Lund talks to Bullseye about representing downtime in baseball, and rejecting the …

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Ep. 3079 - Q&A: “How do I get featured in holiday gift guides?” 5:16

25d ago5:16

5:16

Holiday gift guides can bring a flood of new customers—but only if you get featured. In this episode, we’ll break down how to pitch your products to media outlets and when to start preparing. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the…

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Summit Hill Knows No Chill | Relocation? Yes Please. 57:02

25d ago57:02

57:02

Welcome to This Must Be The Place, the Twin Cities podcast hosted by top Minneapolis–Saint Paul Realtors Andrew Shields and Casey Golden. We spotlight the people, neighborhoods, and real estate that make the Twin Cities a great place to live. 🎙 In this episode: We explore Summit Hill, one of Saint Paul's most iconic neighborhoods, known for its his…

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33: Frank Grouch’s Guide to Great Cartoons—and Disney's Doug Ain’t On It 29:47

25d ago29:47

29:47

Roxxy and comedian Frank Grouch discuss their love for Adult Swim, why SpongeBob Season 3 was peak comedy, and why Disney’s Doug needs to be stopped.By The Roxxy Haze Podcast

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Ep. 3078 - TBT: How ‘Pinspiration’ Became a Full-Time Hustle 7:31

26d ago7:31

7:31

In this week’s Throwback Thursday segment, find out how a lifestyle blogger ditched her old site and scaled up her Pinterest affiliate marketing into a full-time income. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free gu…

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Part 5: How to Write and Publish Your First Book in 30 Days - The Four Book Frameworks 35:16

25d ago35:16

35:16

Notes from James: Most people get stuck at the idea stage. That’s why I’m sharing frameworks—so you’re not staring at a blank screen. These techniques have helped hundreds of people (including me) go from idea to published book in just 30 days. Episode Descriptions: In Part 5 of my 30-day writing series, I unveil four of the most powerful book-writ…

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Ep. 3077 - STORY: Four Friends Create Conversations, Earn $400,000 in 8 Months 7:23

27d ago7:23

7:23

Dark winter days were no match for four Dutch friends looking to spark meaningful conversations. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHus…