Side Hustle School

Side Hustle School

A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books.

School Administrator Creates Digital Magazine for Goaltenders

March 25, 2017

8:00 Listen
Bridesmaid-for-Hire Posts on Craigslist; Earns $20,000/Month

March 24, 2017

5:25 Listen
Monthly Check-In: What's Your #1 Question For Me?

March 23, 2017

1:27 Listen
Bartender Writes Statewide Marijuana Guide

March 23, 2017

6:35 Listen
Freelance Illustrator Helps Other Artists Sell Their Work

March 22, 2017

7:51 Listen
South Carolina Man Learns to Make Candles by Watching YouTube

March 21, 2017

8:05 Listen
Worm Composting Empire Brings in $400/Month

March 20, 2017

6:15 Listen
Detroit Women Make Jewelry for Profit and Social Good

March 19, 2017

5:26 Listen
Weekly Recap #11: Tango, Glass Files, and Pork Pies

March 18, 2017

8:51 Listen
Successful Artist Adds $1,000/Month to His Income

March 17, 2017

5:20 Listen
British Pub Manager Bakes Pork Pies for Profit

March 16, 2017

6:52 Listen
Tango Adventures in Buenos Aires

March 15, 2017

6:18 Listen
Florida Man Earns $100,000 Selling T-Shirts with No Inventory

March 14, 2017

6:47 Listen
College Lecturer Makes Money by Helping Other Instructors Teach Better

March 13, 2017

5:43 Listen
Woman Earns $7,000 in Three Days by Selling Glass Nail Files

March 12, 2017

7:02 Listen
Weekly Recap #10: Tiny Houses, T-Shirts, and Romance Novels

March 11, 2017

10:00 Listen
NYC Jazz Musician Builds $40,000/Year Blog

March 10, 2017

7:14 Listen
Alcohol Fueled Idea Sells Over 1,500 Shirts in Less Than a Year

March 9, 2017

5:20 Listen
A Life of Travel Leads to a House-Designing Hustle

March 8, 2017

5:11 Listen
Employee Starts Net-Zero Personal Finance Hustle

March 7, 2017

5:52 Listen
Finance Employee Sells 200,000 Self-Published Romance Novels

March 6, 2017

9:53 Listen
Long-Haired Men Create Tribal Identity

March 5, 2017

6:09 Listen
Weekly Recap #9: 50 Shades of Hustling

March 4, 2017

10:45 Listen
American Teacher Pans for Gold in New Zealand

March 3, 2017

7:33 Listen
Mom-Founded Startup Rents Infant Gear to Tourists

March 2, 2017

7:49 Listen
Extended Cut #2: 9 Starter Ideas for Your First Hustle

March 1, 2017

20:49 Listen
Marketing Consultant Creates Private Retreats

March 1, 2017

6:26 Listen
PE Teacher Makes $11,000 with Membership Site

Feb. 28, 2017

6:06 Listen
50 Shades of Grey Inspires Bedroom Items Hustle

Feb. 27, 2017

7:51 Listen
Microsoft Employee Teaches Hula Hooping

Feb. 26, 2017

5:32 Listen
Weekly Recap #8: Plane Tickets, Punk Art, and Abe Lincoln

Feb. 25, 2017

10:45 Listen
T-Shirts on Amazon Make $17,000 in a Month

Feb. 24, 2017

8:14 Listen
Monthly Check-In: How are Things Going? Let Me Know!

Feb. 23, 2017

1:20 Listen
Penny Portraits of Abe Lincoln Turn Into $40,000

Feb. 23, 2017

6:23 Listen
Queer Punk Artist Starts Personal Finance Workshop

Feb. 22, 2017

6:21 Listen
Facebook Photo Leads to Today Show Appearance

Feb. 21, 2017

6:57 Listen
"Cheap Plane Tickets" Site Becomes Million-Dollar Hustle

Feb. 20, 2017

8:25 Listen
Belgian Fine Chocolate Comes to America

Feb. 19, 2017

7:52 Listen
Weekly Recap #7: Live Crickets, Tarot, and Reinventing the Bra

Feb. 18, 2017

9:54 Listen
New Yorker Doubles Her Income With Next-level Tarot Cards

Feb. 17, 2017

7:27 Listen
Gallup Coach Creates StrengthsFinder Mugs

Feb. 16, 2017

6:40 Listen
The Live Cricket Drop-Shipping Hustle

Feb. 15, 2017

6:50 Listen
UX Designer Makes “Simple Bra” To Make Women More Comfortable

Feb. 14, 2017

7:10 Listen
Charter Bus Employee Creates PR Service For Bloggers

Feb. 13, 2017

7:14 Listen
Miserable Day Job Turns Into $100,000 Side Income

Feb. 12, 2017

8:45 Listen
Weekly Recap #6: Pole Dancing And The Expat Life

Feb. 11, 2017

11:37 Listen
USPS Mail Carrier Makes Clay Imprints Of Childrens' Hands And Feet

Feb. 10, 2017

7:27 Listen
Chicago Psychotherapist Becomes Ceremonial Wedding Officiant

Feb. 9, 2017

7:44 Listen
“Live Snoop” Service Helps Parents Monitor Their Kids' Internet Use

Feb. 8, 2017

6:14 Listen
Tour Guide Sells Astronomy Books to Tourists

Feb. 7, 2017

7:38 Listen
American Expat Coaches Families Who Move Overseas

Feb. 6, 2017

7:18 Listen
Fitness Pole Dance Studio Grows To Four Locations

Feb. 5, 2017

7:39 Listen
Weekly Recap #5: Observation, Validation, and Leasing 16 Cars

Feb. 4, 2017

13:51 Listen
Real Estate Project Manager Fills Apartment Buildings With Original Artwork

Feb. 3, 2017

8:06 Listen
GE Engineer Sells Hand-Crafted Slate Artwork to All 50 States

Feb. 2, 2017

9:48 Listen
Extended Cut #1: The Power of Observation

Feb. 1, 2017

14:42 Listen
Make $4,000/Month Renting Out Cars You Don't Own

Feb. 1, 2017

7:05 Listen
A Visit To The Ballpark Inspires a Unique Fashion Item

Jan. 31, 2017

6:40 Listen
Ohio IT Director Earns $31,000 Helping Others Set Up Wordpress Sites

Jan. 30, 2017

7:26 Listen
Hospital Database Programmer Outsources His Skills

Jan. 29, 2017

8:57 Listen
Weekly Recap #4: Good Fortune Favors the Prepared

Jan. 28, 2017

10:00 Listen
Stressed-Out Mom Gives Up TV To Launch Her Side Hustle

Jan. 27, 2017

7:58 Listen
These Resume Templates Make $462/Month In Passive Income

Jan. 26, 2017

6:57 Listen
Pottery Barn Commissions Art From Independent Photographer

Jan. 25, 2017

6:46 Listen
Honeymoon In Nepal Becomes Fashion Accessories Hustle

Jan. 24, 2017

6:40 Listen
Guitar Teacher Sells Lessons On Craigslist And Makes $80/Hour

Jan. 23, 2017

7:35 Listen
17-Year Old Canadian Makes $7,000 From a Holiday Pop-Up Shop

Jan. 22, 2017

7:16 Listen
Weekly Recap #3: Why Some Hustles Are Better Than Others

Jan. 21, 2017

14:24 Listen
Engineer Creates “Inertia Project” For Women

Jan. 20, 2017

7:13 Listen
Government Analyst Builds Six-Figure Reselling Hustle

Jan. 19, 2017

5:39 Listen
College Student Generates 50m Views On Youtube, Hires 13 Employees

Jan. 18, 2017

5:35 Listen
Airbnb For Dogs: Woman Hosts Pets For $200/Day

Jan. 17, 2017

6:37 Listen
Homemade Gin Kit Sells 75,000 Units

Jan. 16, 2017

6:25 Listen
Graphic Designer Draws Caricatures For $250/Hr

Jan. 15, 2017

6:31 Listen
Weekly Recap #2: What Makes a Good Hustle?

Jan. 14, 2017

12:24 Listen
Waldorf Teacher Designs Curriculum for Other Educators

Jan. 13, 2017

6:45 Listen
40,000 People Use This Web Developer's Side Hustle Every Day

Jan. 12, 2017

6:17 Listen
Ketogenic Cookbook Author Makes $1,000 the First Day

Jan. 11, 2017

6:31 Listen
Saddles for Pet Chickens: Get Ready to Wing It!

Jan. 10, 2017

6:27 Listen
The Craigslist Wedding Photographer

Jan. 9, 2017

6:12 Listen
Cruise Vacation Turns Into Highly-Profitable Hustle

Jan. 8, 2017

6:53 Listen
Weekly Recap #1: Where To Find Hustle Ideas

Jan. 7, 2017

9:43 Listen
Single Mom Makes $15,000 From Astrology Calendar

Jan. 6, 2017

5:35 Listen
How One Man Used A $100 Microphone To Make Over $8,000

Jan. 5, 2017

6:08 Listen
Oil & Gas Sales Rep Makes $40,000 Reposting Online Photos

Jan. 4, 2017

5:35 Listen
Candy Heart Hustle Becomes Six-Figure Second Income

Jan. 3, 2017

6:00 Listen
British Man Earns $700/Month Writing Fish Tank Reviews

Jan. 2, 2017

5:10 Listen
Welcome to Side Hustle School

Jan. 1, 2017

6:46 Listen
Coming Soon: Side Hustle School

Dec. 20, 2016

1:12 Listen
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