Side Hustle School

Chris Guillebeau / Onward Project•sidehustleschool.com

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.

Sales and Distribution by Lemonada Media https://lemonadamedia.com/

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Episodes

#2386 - Failure Friday: Homemade Hummus Subscription Fails to Smash

In this week’s Failure Friday segment, we hear from a listener with a tangy idea. Drawing on her Lebanese ancestry, she tries to create a “homemade hummus subscription box. Alas, those chickpeas failed to smash themselves into a hit. 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: SideHustleSchool...

Jul 14, 2023•7 min•Ep. 2386

#2385 - TBT: Project Manager Side Hustles as Home Inspector

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a project manager in the construction industry who has a side hustle as a home inspector. This second job earns several thousand dollars a month! 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: SideHustleSchool.com Ema...

Jul 13, 2023•6 min•Ep. 2385

#2384 - Q&A: “How to use the Pomodoro method in my side hustle?”

The Pomodoro method is a classic productivity tool. How can this listener—or anyone—use it when building 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 several days each week. Show notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chri...

Jul 12, 2023•6 min•Ep. 2384

#2383 - Q&A: “Need help attracting first clients…”

A sales coach for Etsy and Shopify sellers is looking to expand her initial client base of friends and family members. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguil...

Jul 11, 2023•5 min•Ep. 2383

#2382 - First $1,000: Airbnb Marketer Increases Rental Rates 30%

In this week’s First $1,000 segment, we hear from a guy who helps Airbnb property owners and managers grow their listings and revenue. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twi...

Jul 10, 2023•6 min•Ep. 2382

#2381 - Q&A: “Should I build a website for my freelance coding hustle?”

Does this freelance programmer need a website? If so, what’s the simplest and most effective way to make it? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Con...

Jul 09, 2023•5 min•Ep. 2381

#2380 - Q&A: “How do I pinpoint the right side hustle idea?”

A recent college graduate needs help choosing a side hustle that aligns with her professional skills and personal passions. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chri...

Jul 08, 2023•6 min•Ep. 2380

#2379 - Failure Friday: “SnoozeCubes” Hustle Experiences Sleepy Sales

In this week’s Failure Friday segment, we hear from the founder of SnoozeCubes, sleeping pods for offices. If you haven’t heard of this business, it’s because it never got up to Super Bowl ad-level. 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: SideHustleSchool.com Email: [email protected]...

Jul 07, 2023•7 min•Ep. 2379

#2378 - TBT: Copyeditor Proofreads Tech Reports & Marriage Proposals

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a tech employee who moonlights as a freelance copyeditor and proofreader. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/quest...

Jul 06, 2023•6 min•Ep. 2378

#2377 - Q&A: “Can I create a fictional character for Cameo shoutouts?”

Last month we talked about buying Cameo shoutouts to promote a business. This caller has a different idea: can they create a *fictional* character and offer shoutouts for sale? 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: SideHustleSchool.com Email: [email protected] Be on the show: Sid...

Jul 05, 2023•6 min•Ep. 2377

#2376 - Q&A: “OpenTable isn't good, how can we do better?”

Today’s caller wants to make an alternative to restaurant reservations. He’s got ten years of experience in the industry, but will that be enough to create a platform at scale? 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: SideHustleSchool.com Email: [email protected] Be on the show: Sid...

Jul 04, 2023•5 min•Ep. 2376

#2375 - First $1,000: “Logo Lady” of Upwork Builds Design Speciality

In this week’s First $1,000 segment, we hear from an HR specialist who’s also known as the “Logo Lady” of Upwork. She does only logos, which has been key to her success, and allows her to earn a good side income in a manageable number of hours. 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: SideH...

Jul 03, 2023•6 min•Ep. 2375

#2374 - Q&A: “Can you grow a side hustle using Reddit?”

Reddit is known as “the front page of the internet.” Can it also be a viable way to grow your business or 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 several days each week. Show notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguil...

Jul 02, 2023•6 min•Ep. 2374

#2373 - Q&A: “Should I feel bad about side hustling at work?”

This caller is running her side hustle on company time. How do we feel about that? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on Instagram: @193cou...

Jul 01, 2023•5 min•Ep. 2373

#2372 - Failure Friday: “Hangover Helper” Business Sobers Up

In this week’s Failure Friday segment, we hear from a San Francisco man with a dream to serve party goers who had partied a little too hard. Unfortunately, this idea soon encountered a sobering reality. 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: SideHustleSchool.com Email: team@sidehustlescho...

Jun 30, 2023•6 min•Ep. 2372

#2371 - TBT: Coder By Day, Cockatiel Companion By Night

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a remote programmer who pet-sits in different states for weeks at a time. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/quest...

Jun 29, 2023•6 min•Ep. 2371

#2370 - Q&A: “What are some mediums besides blogs, podcasts, and YouTube?”

You’ve heard about blogging, podcasting, and making videos for YouTube—but if none of those options sound appealing, are there others? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twi...

Jun 28, 2023•5 min•Ep. 2370

#2369 - Q&A: “Separating business and personal expenses…”

This personal trainer is struggling with separating his personal and business finances. Can we give him a boost so he can get back to focusing on push-ups? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/que...

Jun 27, 2023•5 min•Ep. 2369

#2368 - First $1,000: Smartphone Photography Instructor Snaps Up Profit

In this week’s First $1,000 segment, we hear from an Austinite who operated a side hustle teaching people to take better photos with their smartphones. He did this for two years before moving on to a new project. 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: SideHustleSchool.com Email: team@side...

Jun 26, 2023•6 min•Ep. 2368

#2367 - Q&A: “Designing tiny homes for vacation rentals…”

In today’s episode, a caller from Israel wants to create sustainable tiny homes for vacation rentals. How can we help them along? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter:...

Jun 25, 2023•5 min•Ep. 2367

#2366 - Q&A: “Why don’t you self-publish your books?”

These days, self-publishing is easy and affordable. In this episode, an aspiring author wonders about MY books: why do I still work with a traditional publisher?? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool....

Jun 24, 2023•6 min•Ep. 2366

#2365 - Failure Friday: On-Demand Haiku Poet Shows Restraint

In this week’s Failure Friday segment, we hear from an aspiring poet who wants to get paid for on-demand haiku at public events. Unfortunately, the idea is a bust. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool...

Jun 23, 2023•6 min•Ep. 2365

#2364 - TBT: “CityScapes Art” Earns Passive Income Every Day

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Shopify seller who earns passive income every day from sales of his city art prints. He’ll tell you how he did it, how he decided on pricing, and how he markets the business *without* using social media. 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 ...

Jun 22, 2023•6 min•Ep. 2364

#2363 - Q&A: “Should I hire celebrities on Cameo to shoutout my cookie hustle?”

The owner of this home-based cookie business is thinking of paying for celebrity shoutouts from Cameo. Is it worth it? 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguil...

Jun 21, 2023•5 min•Ep. 2363

#2362 - Q&A: “Pickleball tournament for fun and profit…”

Let’s play pickleball—and maybe even get paid for it! A listener from Santa Monica hopes to monetize his passion for the fastest-growing sport. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Conne...

Jun 20, 2023•5 min•Ep. 2362

#2361 - First $1,000: London Plant Stylist Blossoms, Blooms

In this week’s First $1,000 segment, we hear from an indoor plant stylist offering at-home consultations in London. Get ready to get leafy! 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect o...

Jun 19, 2023•5 min•Ep. 2361

#2360 - Q&A: “Daily Painting for a Year…”

A watercolor artist from New Mexico hopes to monetize her project of painting every day for 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 year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on I...

Jun 18, 2023•5 min•Ep. 2360

#2359 - Q&A: “Using LinkedIn to grow a voiceover biz…”

A listener seeks advice on how to optimize her LinkedIn profile to showcase her voiceover work to prospective clients. 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguil...

Jun 17, 2023•4 min•Ep. 2359

#2358 - Failure Friday: Professional Line-Stander Sits Down

In this week’s Failure Friday segment, we hear from a man with an idea to become a professional line-stander, waiting in line for concert tickets, new iPhones, and anything else that people wanted to pay him for. Unfortunately, this business idea fails to attract a crowd. 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 ...

Jun 16, 2023•6 min•Ep. 2358

#2357 - TBT: Thyme Flies for These Scentsational Essential Oils

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Ebony’s Essential Oils. She’s built her side biz to more than $2,000/month! 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: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleS...

Jun 15, 2023•6 min•Ep. 2357

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