Best Hustle School Podcasts (2025)

1
Role-Playing Pastor Rolls The Dice On $2,800/Month Hustle 6:45

8h ago6:45

6:45

#block-99e32a79 h2 { width: 401px; } What It’s About For David Derus, his full-time job as a Presbyterian Pastor has always been a labour of love—but love doesn’t always pay the bills. Notes from Chris Episode 2930 Like many passionate professionals, David found himself cobbling together side hustles around his church duties, from dog walking to ha…

1
Ep. 2930 - Role-Play ing Pastor Rolls The Dice On $2,800/Month Hustle 6:18

10h ago6:18

6:18

This pastor had been side-hustling his entire adult life and was about to burn out. Luckily a familiar podcast showed him how to save time, sell products, and turn his role playing passion into profit. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This…

1
Q&A: “What can I learn from my website analytics?” 6:41

1d ago6:41

6:41

#block-77b42d9c h2 { width: 401px; } What It’s About What do all these numbers and graphs actually mean? Notes from Chris Episode 2929 Thanks for tuning in to Side Hustle School, where we answer your questions from entrepreneurs and side hustlers around the world. Today, we’re hearing from Melodie in Charlotte, who runs an online shop selling handm…

1
Ep. 2929 - Q&A: “What can I learn from my website analytics?” 5:14

1d ago5:14

5:14

In today’s episode, we help an online shop owner figure out what to focus on in her website analytics. Learn how to use conversion rates, bounce rates, and other key metrics to grow your e-commerce business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job…

1
First $1,000: Micro-Courses for Fast Learning 7:03

2d ago7:03

7:03

#block-78e8f6e8 h2 { width: 401px; } What It’s About Children’s stories how-to. Notes from Chris Episode 2928 Today’s episode is part of a feature we call ‘Your First $1,000.’ As you might surmise from the title, this is all about how someone made their first $1,000. How did they get to that point? Not their first $100,000—that’s cool, but it would…

1
Ep. 2928 - First $1,000: Micro-Courses for Fast Learning 6:16

2d ago6:16

6:16

In this week’s First $1,000 segment, we hear from a Minneapolis teacher who turned her knowledge of children’s stories into a series of short, actionable online courses. Robin shares how she marketed her micro-courses and earned her first $1,000. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn…

1
Weekend Workshop: How to Spot a Profitable Side Hustle Idea 8:04

3d ago8:04

8:04

#block-49407606 h2 { width: 401px; } What It’s About Introducing a new segment, coming to you every Sunday in 2025. Notes from Chris Episode 2927 It’s Weekend Workshop, and it’s new! Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line: What shall it profit a man to gain the whole world but not sell any …

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2927 - Weekend Workshop: How to Spot a Profitable Side Hustle Idea 9:48

3d ago9:48

9:48

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: learning to spot profitable ideas. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn ex…

1
Q&A: “Is it wise to offer a money-back guarantee?” 5:41

4d ago5:41

5:41

#block-f3366c8d h2 { width: 401px; } What It’s About Are there good reasons for NOT having a solid guarantee with your offer? Notes from Chris Episode 2926 Today’s question comes from Marcus in Toronto, who runs a photography business and is considering offering a money-back guarantee on his services. He’s hoping it will build trust and attract mor…

1
Ep. 2926 - Q&A: “Is it wise to offer a money-back guarantee?” 5:47

4d ago5:47

5:47

In today’s episode, we help a photographer decide whether to offer a money-back guarantee for his services. Learn how to build trust with clients while protecting your business from potential downsides. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. Thi…

1
Q&A: “How can I stand out in the coaching industry?” 8:01

5d ago8:01

8:01

#block-0f7c5505 h2 { width: 401px; } What It’s About Coaching can be a tough sell … unless you specialize. Notes from Chris Episode 2925 Today’s question comes from Darnell in Savannah, who recently started a leadership coaching business. He works with mid-level managers aiming for executive roles, but he’s concerned about standing out in a crowded…

1
Ep. 2925 - Q&A: “How can I stand out in the coaching industry?” 6:01

5d ago6:01

6:01

In today’s episode, we help a leadership coach stand out in an oversaturated market. Learn how to identify your unique value, niche down, and attract your ideal clients with strategies that 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,…

1
TBT: Cookie ATM Becomes Pop-Up Hit 6:10

6d ago6:10

6:10

#block-96147601 h2 { width: 401px; } What It’s About Can you get cookies from a machine? In Oakland, you can—or at least you could for a while. Notes from Chris Episode 2924 Welcome to Throwback Thursday / “Where are they now?” where we take an in-depth look at someone who’s story has evolved considerably since we first featured them. Today, in our…

1
Ep. 2924 - TBT: Cookie ATM Becomes Pop-Up Hit 6:02

6d ago6:02

6:02

In this week’s Throwback Thursday segment, we revisit two late-night bakers who created Oakland’s first cookie ATM. They share how this bold experiment evolved into a thriving pop-up and DIY cookie kit business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their…

1
Side Hustle School Season 9 Starts TODAY 7:04

7d ago7:04

7:04

#block-c7520b28 h2 { width: 401px; } What It’s About Welcome to a brand new year! Notes from Chris Episode 2923 We’re back with an all-new season! Here’s how year nine (!) of Side Hustle School will work. Introducing new features, music, and another 365 days of episodes. SEE ALSO: Military Spouse Starts Subscription Box Mission:When an HR Director’…

1
Ep. 2923 - Side Hustle School Season 9 Starts TODAY 5:52

7d ago5:52

5:52

We’re back with an all-new season! Here’s how year nine (!) of Side Hustle School will work. Introducing new features, music, and another 365 days of episodes. 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 lesso…

1
Q&A: “How can I start an ‘adopt don’t shop’ pet business?” 6:43

8d ago6:43

6:43

#block-165bfec7 h2 { width: 401px; } What It’s About Pet adoption isn’t free—how can this pet lover support the practice sustainably? Notes from Chris Episode 2921 Welcome back to Side Hustle School. Today, we have a question from Lisa in Portland, who’s passionate about the ‘adopt, don’t shop’ movement and wants to turn that passion into a busines…

1
#2922 - Q&A: “How can I start an ‘adopt don’t shop’ pet business?” 5:05

8d ago5:05

5:05

In today’s New Year’s Eve episode, we help a listener explore how to turn their passion for the ‘adopt, don’t shop’ movement into a profitable 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 …

1
First $1,000: Office Furniture Blog Stands Up for Profits 7:08

9d ago7:08

7:08

#block-eae1b0b5 h2 { width: 401px; } What It’s About A smart project bringing in recurring income month after month. Notes from Chris Episode 2920 Today’s episode is part of a feature we call ‘Your First $1,000.’ As you might surmise from the title, this is all about how someone made their first $1,000. How did they get to that point? Not their fir…

1
#2921 - First $1,000: Office Furniture Blog Stands Up for Profits 6:12

10d ago6:12

6:12

In this week’s First $1,000 segment, we meet a web developer who turned his interest in ergonomic office furniture into a profitable side hustle. We explore how he built multiple niche websites that generated tens of thousands in commissions through Google AdSense. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies…

1
#2920 - Q&A: “Why did you give away your ‘Doing Things’ course?” 6:06

11d ago6:06

6:06

In today’s episode, we dive into the strategy behind giving away an online course for free. Was this a crazy idea, a strategic plan, or something else? 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…

1
#2919 - Q&A: “What are your predictions for next year?” 4:36

12d ago4:36

4:36

In today’s episode, we dive into predictions for 2025—which is right around the corner! What trends, opportunities, and challenges should side hustlers and small business owners be preparing 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,…

1
#2918 - Failure Friday: The Multi-Platform Freelance Overload 7:21

13d ago7:21

7:21

In this week’s “Failure Friday” segment, we hear from a freelance graphic designer who found success on Upwork and decided to expand to Fiverr to grow her client base. However, the move to Fiverr led to a decline in client quality, causing issues with project expectations and delivery. Side Hustle School features a new episode EVERY DAY, featuring …

1
#2917 - TBT: Analyst Turns Card Comparison Into Cash 6:17

14d ago6:17

6:17

In this week’s “Throwback Thursday” segment, we hear from a fin-tech employee whose side project comparing credit cards grew into a profitable venture, earning $8,000/month in referral fees. 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 …

1
#2916 - Q&A: “What are the top 3 things I should do next?” 4:47

15d ago4:47

4:47

Merry Christmas! In today’s episode, we help a listener decide what to focus on next after gaining early traction with their side hustle. 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 se…

1
#2915 - Q&A: “Best tools for managing a shared business inbox?” 5:00

16d ago5:00

5:00

In today’s episode, we help a listener find the best way to co-manage a business email account with their team, including HelpScout, Hubspot, and more. 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…

1
#2914 - First $1,000: Data Analyst Codes Fantasy Sports Teams 6:21

17d ago6:21

6:21

In this story, we follow a data analyst who turns his knack for numbers and love of sports into a profitable business. We explore how he developed fantasy sports prediction algorithms that helped him reach his first $1,000 in earnings. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mone…

1
#2913 - Q&A: “How do I understand ROI when buying a local business?” 5:04

18d ago5:04

5:04

In today’s episode, we help a listener understand how to calculate ROI when considering buying a local business. We’ll cover how to estimate the payoff period, factors that impact profitability, and tools to make the analysis easier. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money …

1
#2912 - Q&A: “I’ve been paying for subscriptions I don’t use!” 5:22

19d ago5:22

5:22

In today’s episode, we help a listener figure out what to do after paying for multiple subscriptions they haven’t used: a common and unfortunate problem. 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…

1
#2911 - Failure Friday: When My Side Hustle Took Over My Life 7:23

20d ago7:23

7:23

In this week’s “Failure Friday” segment, we hear from a tech professional who started offering design and development services as a side hustle. As the business grew, balancing it with a full-time job and personal life becomes overwhelming, leading to stress and performance issues at work. Side Hustle School features a new episode EVERY DAY, featur…

Podcasts Worth a Listen

Hustle School Podcasts

Podcasts Worth a Listen

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Side Hustle School

Chris Guillebeau / Onward Project

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Indie Film Hustle Podcast: Filmmaking | Film School | Screenwriting | Film Marketing | Independent Film | Cinematography | Film Festival | Filmmaking Podcasts I Moviemaker

Alex Ferrari | Filmmaker, Directing, Visual Effects, Crowdfunding, DP, Film Distribution & Film Business

1
Role-Playing Pastor Rolls The Dice On $2,800/Month Hustle 6:45

1
Ep. 2930 - Role-Play ing Pastor Rolls The Dice On $2,800/Month Hustle 6:18

1
Q&A: “What can I learn from my website analytics?” 6:41

1
Ep. 2929 - Q&A: “What can I learn from my website analytics?” 5:14

1
First $1,000: Micro-Courses for Fast Learning 7:03

1
Ep. 2928 - First $1,000: Micro-Courses for Fast Learning 6:16

1
Weekend Workshop: How to Spot a Profitable Side Hustle Idea 8:04

1
2927 - Weekend Workshop: How to Spot a Profitable Side Hustle Idea 9:48

1
Q&A: “Is it wise to offer a money-back guarantee?” 5:41

1
Ep. 2926 - Q&A: “Is it wise to offer a money-back guarantee?” 5:47

1
Q&A: “How can I stand out in the coaching industry?” 8:01

1
Ep. 2925 - Q&A: “How can I stand out in the coaching industry?” 6:01

1
TBT: Cookie ATM Becomes Pop-Up Hit 6:10

1
Ep. 2924 - TBT: Cookie ATM Becomes Pop-Up Hit 6:02

1
Side Hustle School Season 9 Starts TODAY 7:04

1
Ep. 2923 - Side Hustle School Season 9 Starts TODAY 5:52

1
Q&A: “How can I start an ‘adopt don’t shop’ pet business?” 6:43

1
#2922 - Q&A: “How can I start an ‘adopt don’t shop’ pet business?” 5:05

1
First $1,000: Office Furniture Blog Stands Up for Profits 7:08

1
#2921 - First $1,000: Office Furniture Blog Stands Up for Profits 6:12

1
#2920 - Q&A: “Why did you give away your ‘Doing Things’ course?” 6:06

1
#2919 - Q&A: “What are your predictions for next year?” 4:36

1
#2918 - Failure Friday: The Multi-Platform Freelance Overload 7:21

1
#2917 - TBT: Analyst Turns Card Comparison Into Cash 6:17

1
#2916 - Q&A: “What are the top 3 things I should do next?” 4:47

1
#2915 - Q&A: “Best tools for managing a shared business inbox?” 5:00

1
#2914 - First $1,000: Data Analyst Codes Fantasy Sports Teams 6:21

1
#2913 - Q&A: “How do I understand ROI when buying a local business?” 5:04

1
#2912 - Q&A: “I’ve been paying for subscriptions I don’t use!” 5:22

1
#2911 - Failure Friday: When My Side Hustle Took Over My Life 7:23

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