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Side Hustle School

By Chris Guillebeau / Onward Project

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.

  1. 1.
    #1435 - Q&A: Can I get away without buying an SSL? 12/05/2020
    6:03
  2. 2.
    #1434 - Q&A: What kind of partnership agreement do I need?12/04/2020
    6:06
  3. 3.
    #1433 - TBT: Family Affirmation Cards Go Global12/03/2020
    8:47
  4. 4.
    #1432 - Q&A: Help! I’m still overwhelmed with buying products on Alibaba12/02/2020
    6:26
  5. 5.
    #1431 - Catholic School Teacher Resuscitates First Aid Courses 12/01/2020
    8:49
  6. 6.
    #1430 - CLASSROOM: Revisiting Key Lessons (Part I) 11/30/2020
    9:31
  7. 7.
    #1429 - Cardiologist Carves Out Bearable Sculptures 11/29/2020
    7:47
  8. 8.
    #1428 - Q&A: How to set up payment plans with auto-renewal? 11/28/2020
    7:00
  1. 9.
    #1427 - Q&A: Should I use a service to promote my romance series?11/27/2020
    8:22
  2. 10.
    #1426 - TBT: Beer Made from “Upcycled” Grain11/26/2020
    8:22
  3. 11.
    #1425 - Q&A: Should I publish my course in more than one location? 11/25/2020
    6:52
  4. 12.
    #1424 - Logistics Broker Earns Extra Income From Graffiti 11/24/2020
    8:39
  5. 13.
    #1423 - Q&A: How can an Italian living overseas get more voiceover work?11/23/2020
    6:46
  6. 14.
    #1422 - Financial Planner Sells Sartorial Storage Solutions 11/22/2020
    8:52
  7. 15.
    #1421 - Q&A: Is it really better to offer more ways of accepting payment? 11/21/2020
    5:37
  8. 16.
    #1420 - Q&A: How can I sell “printables” without paid ads?11/20/2020
    7:28
  9. 17.
    #1419 - TBT: Personal Trainer Pumps Up Protein Pancakes11/19/2020
    8:38
  10. 18.
    #1418 - Q&A: Should I change my business name?11/18/2020
    6:48
  11. 19.
    #1417 - Bookstore Employee Crafts Paper Bead Jewelry 11/17/2020
    9:25
  12. 20.
    #1416 - CLASSROOM: Troubleshooting—What If It Doesn’t Work?11/16/2020
    11:01
  13. 21.
    #1415 - Shabbat Shalom! Marketer Creates Day-of-Rest Subscription Box 11/15/2020
    9:13
  14. 22.
    #1414 - Q&A: Can you deduct side hustle losses from your federal income taxes? 11/14/2020
    5:55
  15. 23.
    #1413 - Q&A: How to make money from Spotify playlists? 11/13/2020
    7:16
  16. 24.
    #1412 - TBT: Nomadic Family Cooks Up Profit With Italian Housewares11/12/2020
    8:43
  17. 25.
    #1411 - Q&A: How to market a controversial topic?11/11/2020
    6:05
  18. 26.
    #1410 - Dancer Steps Up With Blinged Out Costumes 11/10/2020
    8:23
  19. 27.
    #1409 - Q&A: My idea isn’t working … what’s the best way to move on? 11/09/2020
    6:01
  20. 28.
    #1408 - Physician Assistant Peru-ses Machu Picchu Treks11/08/2020
    10:04
  21. 29.
    #1407 - Q&A: Can I get paid to help people learn to complain better?11/07/2020
    7:28
  22. 30.
    #1406 - Q&A: How do I deal with a chargeback? 11/06/2020
    7:04
  23. 31.
    #1405 - TBT: “Life’s Not Fair”: Children’s Books About Real-Life11/05/2020
    8:42
  24. 32.
    #1404 - Q&A: Should I update my LinkedIn profile to better match my side hustle?11/04/2020
    6:10
  25. 33.
    #1403 - Texas Designer Creates “Flags For Good” 11/03/2020
    8:43
  26. 34.
    #1402 - CLASSROOM: Sourcing Products Using Alibaba 11/02/2020
    13:00
  27. 35.
    #1401 - Pharmacist Provides Formula For Aspiring Technicians 11/01/2020
    10:01
  28. 36.
    #1400 - Q&A: Should I create a website for medical coders? 10/31/2020
    7:26
  29. 37.
    #1399 - Q&A: Should I keep politics out of my business?10/30/2020
    6:40
  30. 38.
    #1398 - TBT: Minimalist Backpacks With a Cause10/29/2020
    8:59
  31. 39.
    #1397 - Q&A: 2020 has been overwhelming. What’s the outlook for next year?10/28/2020
    7:25
  32. 40.
    #1396 - Attorney Shutters Day Job In Favor Of Photography 10/27/2020
    9:06
  33. 41.
    #1395 - Q&A: Should I pay a publicist to book me as a podcast guest? 10/26/2020
    8:13
  34. 42.
    #1394 - “Decision Coach” Makes Money By Making Decisions 10/25/2020
    9:08
  35. 43.
    #1393 - Q&A: How can I use my degree with my side hustle? 10/24/2020
    7:38
  36. 44.
    #1392 - Q&A: How can I produce in-person experiences when people are afraid? 10/23/2020
    8:43
  37. 45.
    #1391 - TBT: Physician Designs Plush Toys to Teach Anatomy10/22/2020
    9:55
  38. 46.
    #1390 - Q&A: Should I accept Bitcoin as a payment method?10/21/2020
    6:48
  39. 47.
    #1389 - Marketing Guy Isn’t Afraid Of Ghostwriting 10/20/2020
    8:20
  40. 48.
    #1388 - CLASSROOM: Dealing with Customer Complaints 10/19/2020
    10:41
  41. 49.
    #1387 - Off Road Enthusiast Wanders Into Profit 10/18/2020
    9:29
  42. 50.
    #1386 - Q&A: My product is selling on Amazon … but how can I get more attention? 10/17/2020
    6:52
  43. 51.
    #1385 - Q&A: Are there other types of digital assets? 10/16/2020
    7:13
  44. 52.
    #1384 - TBT: Florist Offers Nationwide, DIY Wedding Flowers10/15/2020
    10:46
  45. 53.
    #1383 - Q&A: How can I monetize a site for fans of Black superheroes?10/14/2020
    7:05
  46. 54.
    #1382 - Insurance Manager Finds New Shelves for Old Antiques 10/13/2020
    8:29
  47. 55.
    #1381 - Q&A: What are your top tips for daily writing? 10/12/2020
    7:12
  48. 56.
    #1380 - Mother-Daughter Team Starts Squeaky-Clean Soap Shop 10/11/2020
    9:01
  49. 57.
    #1379 - Q&A: Should I provide a guarantee for my real estate photography service? 10/10/2020
    6:01
  50. 58.
    #1378 - Q&A: Any ideas for a military couple?10/09/2020
    7:57
  51. 59.
    #1377 - TBT: Mobile Coffee Roasting Blends Work and Family 10/08/2020
    11:20
  52. 60.
    #1376 - Q&A: I set up my email list … now what??10/07/2020
    6:58
  53. 61.
    #1375 - College Curriculum Developer Makes Minimalist Jewelry10/06/2020
    9:15
  54. 62.
    #1374 - CLASSROOM: Transitioning Between Projects 10/05/2020
    11:12
  55. 63.
    #1373 - Texas Mom Profits from Poshmark Sales10/04/2020
    8:48
  56. 64.
    #1372 - Q&A: Can I compete with Gazelle by reselling iPhones? 10/03/2020
    7:45
  57. 65.
    #1371 - Q&A: How to convert non-paying students into customers? 10/02/2020
    6:23
  58. 66.
    #1370 - TBT: The Accountant Who Sold Spreadsheets to Etsy Sellers 10/01/2020
    11:01
  59. 67.
    #1369 - Q&A: Do I have to sell as a SAAS?09/30/2020
    7:00
  60. 68.
    #1368 - Mother Of Five Sells Pretty Old Books09/29/2020
    9:04
  61. 69.
    #1367 - Q&A: Help! My website images keep disappearing… 09/28/2020
    6:15
  62. 70.
    #1366 - Homeschooler Unleashes Creativity with Penmanship Posters 09/27/2020
    9:11
  63. 71.
    #1365 - Q&A: How can I get more comments on my blog and Instagram posts?09/26/2020
    7:26
  64. 72.
    #1364 - Q&A: Do I really need to open a business bank account?09/25/2020
    7:30
  65. 73.
    #1363 - TBT: Popular Board Game Raises $1 Million on Kickstarter 09/24/2020
    11:02
  66. 74.
    #1362 - Q&A: How to launch a communications business for healthcare providers?09/23/2020
    7:26
  67. 75.
    #1361 - Texas Teacher Takes On Test-Taking Tutorials 09/22/2020
    10:14
  68. 76.
    #1360 - CLASSROOM: How to Ask for Referrals 09/21/2020
    10:49
  69. 77.
    #1359 - Land Surveyor Paints a Sign Hustle 09/20/2020
    9:28
  70. 78.
    #1358 - Q&A: Can I use other people's recipes for my ebook for children?09/19/2020
    6:41
  71. 79.
    #1357 - Q&A: How can I create a product to help people with applied learning?09/18/2020
    7:05
  72. 80.
    #1356 - TBT: Teaching the World to Play Saxophone09/17/2020
    9:12
  73. 81.
    #1355 - Q&A: How can I start a pandemic dating service?09/16/2020
    6:07
  74. 82.
    #1354 - Magicians Open Enchanting Online Store 09/15/2020
    8:10
  75. 83.
    #1353 - Q&A: How can I market Jujitsu products?09/14/2020
    8:26
  76. 84.
    #1352 - Social Media Manager Moonlights for Mothers 09/13/2020
    8:33
  77. 85.
    #1351 - Q&A: When is the right time to sell your business? 09/12/2020
    6:53
  78. 86.
    #1350 - Q&A: How can I use Spotify as a lead generation source? 09/11/2020
    7:19
  79. 87.
    #1349 - TBT: Coronavirus Triples Sales of Cold Brew Coffee09/10/2020
    8:32
  80. 88.
    #1348 - Q&A: What should I know before I start a Twitch channel? 09/09/2020
    7:02
  81. 89.
    #1347 - Dedicated Runner Goes the Distance for Online Training09/08/2020
    9:57
  82. 90.
    #1346 - CLASSROOM: Selling a Food & Beverage Product 09/07/2020
    10:27
  83. 91.
    #1345 - School Teacher Designs Specialized Diets for Dogs 09/06/2020
    8:21
  84. 92.
    #1344 - Q&A: How can I increase traffic to my tarot reading website?09/05/2020
    6:44
  85. 93.
    #1343 - Q&A: How can I find companies to sponsor my podcast? 09/04/2020
    6:48
  86. 94.
    #1342 - TBT: Offline Conversation Game Goes Online 09/03/2020
    8:08
  87. 95.
    #1341 - Q&A: Can I make a different video about dogs every day for a year?09/02/2020
    7:30
  88. 96.
    #1340 - Book Lover Creates LGBTQ+ Subscription Service09/01/2020
    9:47
  89. 97.
    #1339 - Q&A: Is there a template to make an app or other software?08/31/2020
    7:28
  90. 98.
    #1338 - Hardworking Chef Whips Up Artisanal Cheesecakes08/30/2020
    8:51
  91. 99.
    #1337 - Q&A: How to go from farmers market to grocery store?08/29/2020
    6:59
  92. 100.
    #1336 - Q&A: Should I start a new business or expand my current one?08/28/2020
    7:38
  93. 101.
    #1335 - TBT: “Graphic Designer for Dogs” Retrieves New Clients08/27/2020
    9:30
  94. 102.
    #1334 - Q&A: How do I market to my personal network? 08/26/2020
    7:56
  95. 103.
    #1333 - The Great British Baking Scratch-Off Poster 08/25/2020
    9:49
  96. 104.
    #1332 - CLASSROOM: Crowdfunding Basics & Best Practices 08/24/2020
    13:35
  97. 105.
    #1331 - Art Classes by Zoom Produce Pandemic Profits08/23/2020
    9:48
  98. 106.
    #1330 - Q&A: How can I get past the plateau I keep encountering?08/22/2020
    7:32
  99. 107.
    #1329 - Q&A: How to grow a blog for couples separated by borders?08/21/2020
    7:41
  100. 108.
    #1328 - TBT: Cybersecurity Training Becomes 7-Figure Business 08/20/2020
    8:10
  101. 109.
    #1327 - Q&A: How can an author succeed in this day and age? 08/19/2020
    7:16
  102. 110.
    #1326 - “Secrets of Sushi” YouTube Channel Serves Hungry Fans08/18/2020
    9:37
  103. 111.
    #1325 - Q&A: I’m obsessed with Tik-Tok! How can I make money from it?08/17/2020
    6:11
  104. 112.
    #1324 - Couple Follows the Signs to Custom Paint Parties08/16/2020
    9:34
  105. 113.
    #1323 - Q&A: How to get my first customer as a digital personal assistant? 08/15/2020
    7:09
  106. 114.
    #1322 - Q&A: How does “retargeting” work?08/14/2020
    6:04
  107. 115.
    #1321 - TBT: “Near and Deer” Taxidermy Service Mounts Up08/13/2020
    9:46
  108. 116.
    #1320 - Q&A: How can I get an ebook cover designed?08/12/2020
    5:12
  109. 117.
    #1319 - Former High School Athlete Creates Coaching Subscription08/11/2020
    9:06
  110. 118.
    #1318 - CLASSROOM: Set Up a Wordpress Website 08/10/2020
    11:29
  111. 119.
    #1317 - Bartender Sells Pocket-Sized Reminders of Positivity08/09/2020
    7:56
  112. 120.
    #1316 - Q&A: How to grow a podcast for Toyota Prius owners?08/08/2020
    7:45
  113. 121.
    #1315 - Q&A: How to start a guide to government grants?08/07/2020
    5:49
  114. 122.
    #1314 - TBT: These iPad Paintbrushes Never Run Dry08/06/2020
    9:46
  115. 123.
    #1313 - Q&A: How can I drive more traffic to my site instead of Udemy?08/05/2020
    7:54
  116. 124.
    #1312 - College Student Starts Million Dollar Design Biz08/04/2020
    8:27
  117. 125.
    #1311 - Q&A: Should I self-publish a mental health guidebook on Kindle?08/03/2020
    6:10
  118. 126.
    #1310 - Lifelong Freelancer Adds Real Estate Photography to Portfolio08/02/2020
    9:24
  119. 127.
    #1309 - Q&A: Any ideas for an architect trying to change business models?08/01/2020
    6:52
  120. 128.
    #1308 - Q&A: Is it ethical to sell the same thing at different prices? 07/31/2020
    7:29
  121. 129.
    #1307 - TBT: English Language Game Throws Down Amazon Gauntlet07/30/2020
    8:46
  122. 130.
    #1306 - Q&A: How to charge for a travel service post-quarantine?07/29/2020
    6:12
  123. 131.
    #1305: Wichita Native Gets Paid to Show Off His City 07/28/2020
    7:56
  124. 132.
    #1304 - CLASSROOM: Create Content By Answering Questions07/27/2020
    11:15
  125. 133.
    #1303 - Power Plant Specialist Tugs On Archery Business String07/26/2020
    9:33
  126. 134.
    #1302 - Q&A: How can I fast track my idea? 07/25/2020
    6:24
  127. 135.
    #1301 - Q&A: How to narrow down a personal finance target market?07/24/2020
    6:48
  128. 136.
    # 1300 - TBT: Blogger Explores Affiliate Marketing in India 07/23/2020
    9:33
  129. 137.
    #1299 - Q&A: Where to find free music for paid events?07/22/2020
    6:15
  130. 138.
    #1298 - Pharmacist Cues Connections with Conversational Cards07/21/2020
    8:10
  131. 139.
    #1297 - Q&A: How can I get paid to help resellers?07/20/2020
    6:32
  132. 140.
    #1296 - The Rise of the Beer Koozie Empire07/19/2020
    9:34
  133. 141.
    #1295 - Q&A: How to price services to help parents of autistic children?07/18/2020
    7:14
  134. 142.
    #1294 - Q&A: Are Amazon ads worth trying?07/17/2020
    6:17
  135. 143.
    #1293 - TBT: Organization Expert Declutters 150+ Homes07/16/2020
    8:45
  136. 144.
    #1292 - Q&A: Should I publish a daily audio diary about writing a book?07/15/2020
    6:26
  137. 145.
    #1291 - Recruiter Moonlights on HR Jobs Marketplace07/14/2020
    9:35
  138. 146.
    #1290 - CLASSROOM: Forecast Your Profit on a Napkin 07/13/2020
    10:47
  139. 147.
    #1289 - Social Media Fan Ties the Knot with Wedding Marketing07/12/2020
    8:34
  140. 148.
    #1288 - Q&A: How did THE MONEY TREE launch go? 07/11/2020
    6:45
  141. 149.
    #1287 - Q&A: How to sell an online birth preparation course?07/10/2020
    8:19
  142. 150.
    #1286 - TBT: Man Makes $100,000, Five Dollars at a Time07/09/2020
    8:12
  143. 151.
    #1285 - Q&A: Can you say more about imposter syndrome? I’m still struggling! 07/08/2020
    7:31
  144. 152.
    #1284 - Office Manager Cleans Up With Etsy Soap Store07/07/2020
    8:24
  145. 153.
    #1283 - Q&A: How should I launch a gift box service for new moms?07/06/2020
    5:52
  146. 154.
    #1282 - Dancer Waltzes Into Staffing Agency for Performers07/05/2020
    9:21
  147. 155.
    #1281 - Q&A: How should my students register for an online art class?07/04/2020
    5:35
  148. 156.
    #1280 - Q&A: Help! People keep stealing and reposting my photos07/03/2020
    6:57
  149. 157.
    #1279 - TBT: These “Sweatpant Overalls” Produce Joy and Extra Pockets07/02/2020
    9:14
  150. 158.
    #1278 - Q&A: What to do with an app for Apple Watch?07/01/2020
    6:26
  151. 159.
    #1277 - Volunteer Turns Good Deeds Into Paid Consulting06/30/2020
    9:25
  152. 160.
    #1276 - CLASSROOM: How to Avoid Getting Stuck06/29/2020
    11:33
  153. 161.
    #1275 - IT Manager Gains Income After Losing Weight 06/28/2020
    9:55
  154. 162.
    #1274 - Q&A: What have you learned from YouTube Live?06/27/2020
    8:06
  155. 163.
    #1273 - Q&A: How to make a prototype for a physical product? 06/26/2020
    6:38
  156. 164.
    #1272 - TBT: Bestselling Author Publishes Novels, Online Courses, and More06/25/2020
    10:11
  157. 165.
    #1271 - Q&A: What’s the best way forward in the Knowledge Economy?06/24/2020
    7:01
  158. 166.
    #1270 - Brooklyn Academic Learns To Upcycle Fine China 06/23/2020
    8:42
  159. 167.
    #1269 - CLASSROOM: Dealing with Unsupportive Family Members 06/22/2020
    11:49
  160. 168.
    #1268 - Sophomores Stitch Together Custom T-Shirts06/21/2020
    8:10
  161. 169.
    #1267 - Q&A: Financial independence, retire early (FIRE)—what’s up with that?06/20/2020
    5:51
  162. 170.
    #1266 - Q&A: How can I take my aerial yoga teaching to new heights?06/19/2020
    6:21
  163. 171.
    #1265 - TBT: Frozen Yogurt Dog Treats Are No Barking Matter06/18/2020
    9:26
  164. 172.
    #1264 - Q&A: Could I start a site for crafters to exchange unfinished projects?06/17/2020
    7:37
  165. 173.
    #1263 - River Guide Submits Side Hustle Job Application06/16/2020
    7:53
  166. 174.
    #1262 - CLASSROOM: Halfway through the year! Let's review. 06/15/2020
    8:50
  167. 175.
    #1261 - Military Spouse Starts Subscription Box Mission 06/14/2020
    9:12
  168. 176.
    #1260 - Q&A: What is the business need that art fulfills?06/13/2020
    6:46
  169. 177.
    #1259 - Q&A: What kind of review platform would be best for online learning?06/12/2020
    7:05
  170. 178.
    #1258 - TBT: Lawyer Creates Course for New Parents Returning to Work06/11/2020
    9:02
  171. 179.
    #1257 - Q&A: How to get customers to leave reviews on Etsy?06/10/2020
    6:07
  172. 180.
    #1256 - The Legally Blind, Six-Figure Supernatural Romance Author 06/09/2020
    8:29
  173. 181.
    #1255 - CLASSROOM: Who Are “Your People”? Understanding Psychographics06/08/2020
    12:15
  174. 182.
    #1254 - Petal to the Metal: Sisters Start Blooming Jewelry Store06/07/2020
    8:26
  175. 183.
    #1253 - Q&A: How can I share inspiring stories without writing?06/06/2020
    6:07
  176. 184.
    #1252 - Q&A: Should this cupcake baker go all-in or move on?06/05/2020
    4:59
  177. 185.
    #1251 - TBT: The “Craigslist Photographer” Returns With a Report06/04/2020
    7:43
  178. 186.
    #1250 - Q&A: How do you grow a podcast without spending money on ads?06/03/2020
    7:44
  179. 187.
    #1249 - Country Music Fan Hits The Decks As Part-Time DJ 06/02/2020
    7:58
  180. 188.
    #1248 - CLASSROOM: Create a Powerful Origins Story 06/01/2020
    12:27
  181. 189.
    #1247 - PR Pro Writes Herself Into Screenwriting Career05/31/2020
    8:17
  182. 190.
    # 1246 - Q&A: Help! I’m stuck trying to find my “ah-ha” idea05/30/2020
    8:30
  183. 191.
    #1245 - Q&A: Does my idea to sell art in Airbnbs make sense?05/29/2020
    6:30
  184. 192.
    #1244 - TBT: New Jersey Blog Grows to 25+ Team Members 05/28/2020
    10:42
  185. 193.
    #1243 - Q&A: Should I pay $2,000 for a domain name I really want?05/27/2020
    5:32
  186. 194.
    #1242 - Media Manager Prepares Moms For Parenthood 05/26/2020
    8:55
  187. 195.
    #1241 - CLASSROOM: Using Automation & Workflows 05/25/2020
    9:13
  188. 196.
    #1240 - Finance Professional Goes Big With Petite Dressing05/24/2020
    8:46
  189. 197.
    #1239 - Q&A: How can I get more reviews on my Amazon listing?05/23/2020
    7:15
  190. 198.
    #1238 - Q&A: What are some common tax deductions for side hustlers?05/22/2020
    7:44
  191. 199.
    #1237 - TBT: Splitting Time Between Art & Accounting During COVID-1905/21/2020
    9:17
  192. 200.
    #1236 - Q&A: What are the new opportunities in a turbulent time?05/20/2020
    7:21

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