
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 hear a different story of someone who's started a side hustle, including what went well, how they 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 and other books.
Episodes

Ep. 3574 - Q&A: “Can I use another author's work in my book?”
Today’s listener has a legal question that I can actually answer with some confidence: what are the rules about quoting or referencing someone else’s work in something you offer 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

Ep. 3573 - Q&A: “How do I focus on retaining clients?”
Today we’re going to hear from a CPA in the midwest who wants to focus on retaining clients. This is more important than finding new 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: SideH

Ep. 3572 - First $1,000: “I succeeded by following contradictory advice…”
In this week’s “First $1,000” segment, we hear from the seller of Pretty Old Books. What started as an idea to sell vintage book sets on Etsy turned into an entirely different business model. 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&

Ep. 3571 - STORY: Guitar Player Chalks Up Success By Enjoying The Process
A systems administrator and lifelong guitar player generates thousands per month writing about his musical hobby. 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.comEmail:

Ep. 3570 - Q&A: “Can I offer a permanent price discount?”
Our listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their 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: Si

Ep. 3569 - STORY: Hand Lettering Artist Upgrades Photo Booth Props
An illustrator gives boring wedding photo booth props a much-needed upgrade, creating an alternative to greeting cards at the same 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: SideHustle

Ep. 3568 - TBT: Physician Designs Plush Toys to Teach Anatomy
In this week’s “Throwback Thursday” segment, we hear from a doctor who makes plush toys in the shape of human organs to teach kids about the body. 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:

Ep. 3567 - Q&A: “Can I resell items I get for free?"
Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical dilemma? 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:&

Ep. 3566 - Q&A: “An English-language anime club in Japan…”
Today’s caller wants to start an English-speaking anime club in Japan. With the country recently re-opened for visitors, let’s get this party started!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:&n

Ep. 3565 - First $1,000: “I got paid to walk dogs while on work calls…”
In this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling work calls with her employer, she gets paid (and eventually hires someone) to walk dogs in her neighborhood. 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

Ep. 3564 - STORY: Physical Therapist Sells 57,000 “Neck Hammocks”
In trying to remedy his own workout injuries, this physical therapist invents a portable device to relieve pain. He then patents the device and sells 57,000 of 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 includes free guided lessons and listener Q&A several d

Ep. 3563 - Q&A: “What’s the 80/20 rule of side hustling?”
Today’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do differently as a result of this knowledge?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

Ep. 3562 - Failure Friday: “My app kept crashing during the big pitch…”
In this week’s Failure Friday segment, we hear from the founder of a project management tool. An early pitch to a major investor got off to a rough start.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 note

Ep. 3561 - TBT: “Graphic Designer for Dogs” Retrieves New Clients
In this week’s “Throwback Thursday” segment, we hear from a graphic designer who started off by specializing in pet businesses. She’s now trying to go off-leash and retrieve clients in other industries … is she barking up the wrong tree? 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

Ep. 3560 - Q&A: “How can I rent out my spare bedroom on Airbnb?”
An attorney who isn’t home much would like to earn passive income from renting out her spare bedroom. What does she need to know, and is there any way to make it easier?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

Ep. 3559 - Q&A: “How to sell a podcast as a paid subscription?”
Apple Podcasts, Spotify, and presumably some other networks are all jumping on the premium podcast train. If you want to start one—a podcast as a paid subscription–how do you do 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

Ep. 3558 - First $1,000: “Beekeeping is forced zen: be present or get stung!”
In this week’s “First $1,000” segment, we hear from Frank Mortimer, the self-described “Bee Man of New Jersey.” In his initial foray into selling honey at a farmers market, he learned several critical lessons. Among others: don’t forget the tasting spoons!Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job.

Ep. 3557 - STORY: Amsterdam Bike Tours Become Passive Profit Center
A traveler’s attempt to pay rent turns into one of Amsterdam’s premier touring companies.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.comEmail: team@sidehustleschool.comBe on

Ep. 3556 - Q&A: “How to profit from cover songs on Apple Music?”
If you’re familiar with any of the major streaming platforms, you might be aware that there are cover versions of lots of popular songs. How does this work in the business sense?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

Ep. 3555 - STORY: Continuing Education Directory Earns Six Figures
An Australian woman leaves her marketing agency to launch a profitable business for architects in need of professional development credits.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

Ep. 3554 - TBT: Satin Pillowcases Inspire Dreamy Profits
In this week’s “Throwback Thursday” segment, we revisit a savvy idea to make silky, smooth, shiny pillowcases.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.comEmail: team@side

Ep. 3553 - Q&A: “Would you join an introvert's networking club?”
With introverts getting a lot of attention these days, might it be worth it to create some type of networking club for them—or is this exactly the thing they don’t want?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

Ep. 3552 - Q&A: “Can you really fly for free as an airline courier?”
Today’s caller has seen ads about becoming an independent airline courier. It sounds fun—but is this a viable business opportunity, a scam, or perhaps 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 listener Q&A several days each we

Ep. 3551 - First $1,000: “My roommate threw a wad of hundred-dollar bills on the table…”
In this week’s First $1,000 segment, we hear from Silver Picker, a college student turned coin reseller who makes $10,000 one summer from coins and metals he finds at estate 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 includes free guided lessons and listener Q&A

Ep. 3550 - STORY: It’s No Joke: Prank Musical Greeting Card Earns $36,000/Month
What starts as a silly idea to make a musical greeting card with no off-switch turns into a multiple six-figure, nonstop success for two brothers. 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:

Ep. 3549 - Q&A: “Should I hire a graphic designer?”
This listener runs an online health coaching company. Her course content needs detailed illustrations, and she’s not an artist. What should she do?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: 

Ep. 3548 - Failure Friday: Supplier Problem Harms Client Relationship
In this week’s Failure Friday segment, we hear from an attorney who sells cork sunglasses (not at the seashore…). When a client placed a large order, a long delay in China caused the relationship to break down.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

Ep. 3547 - TBT: Bumblebee Linens Builds a New Hive
In this week’s “Throwback Thursday” segment, we hear about the rise, fall, and rise of Bumblebee Linens. Choose wisely: your honey or your life!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: Si

Ep. 3546 - Q&A: “Where are my customers coming from?”
This listener sells a video tutorial series for students taking the MCAT—but she’s not sure where her customers are coming from. How can she aquire this valuable information?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

Ep. 3545 - Q&A: “How can I publish my Army enlistment guide?”
An Army veteran wants to help new military enlistees get a leg up in training. What’s the best format for his material? 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.comE

Ep. 3544 - First $1,000: “I have 3 clients and $4,000/month in retainer fees…”
In this week’s First $1,000 segment, we hear from a Social Media Manager from Toronto. She has a day job she enjoys but—naturally—also has a side hustle that’s bringing in $4,000 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

Ep. 3543 - STORY: Professor Starts Marvel-ous YouTube Channel
A university professor manages depression by sharing his gift for gaming and community building on YouTube. 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.comEmail:

Ep. 3542 - Q&A: “Can you still get paid to post pins on Pinterest?”
An early Side Hustle School episode featured a woman who earned $40,000 pinning images on Pinterest. Is this business model still feasible?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

Ep. 3541 - STORY: American Woman Starts International Whisky Brand
A graphic designer falls in love with scotch—building an international whisky brand with money she’d originally saved for couples counseling. 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: 

Ep. 3540 - TBT: Blogger Explores Affiliate Marketing in India
In this week’s “Throwback Thursday” segment, we hear from a blogger in India who helps readers with financial products, earning commissions along the way.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 note

Ep. 3539 - Q&A: “How about a directory of garage and yard sales?”
Today’s caller has an idea to create a directory of garage and yard sales. She thinks it’s a winner because so many people are trying to buy and resell items. What’s the best way to proceed?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&am

Ep. 3538 - Q&A: “I have 20 years of experience—how do I pick a niche?”
Today’s caller draws on a lot of experience in production, branding, and more. She now wants to strike out on her own, but feels overwhelmed by all the options. Can we help her find the right focus? 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

Ep. 3537 - First $1,000: “I wanted to be the guy with a laptop on the beach…”
In this week’s First $1,000 segment, we hear from the founder of Maid This, a cleaning company that grows to millions of dollars in sales and allows the founder to work remotely. 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&am

Ep. 3536 - STORY: BBQ Catering Hustle Smokes Out Competitors
They loved smoked BBQ—and one day, they realized doing it for a living was the dream. So they jumped in full-force to the idea, heading straight for disaster. 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

Ep. 3535 - Q&A: “I’m getting too many inquiries…”
Today’s caller has a different sort of problem than most people who struggle to get off the ground: her business is going so well that she’s feeling overwhelmed with the 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 show includes free guided lessons and listener Q&A sever

Ep. 3534 - Failure Friday: “My anniversary sale was an epic fail…”
In this week’s Failure Friday segment, we hear from the founder of a membership site that’s going very well—until the founder stops giving it the attention it deserves.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

Ep. 3533 - TBT: “Chewable Energy” Gum Sticks With Customers
In this week’s “Throwback Thursday” segment, we hear from an athlete who sets out to create chewable energy gum. It’s gum-believable! 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

Ep. 3532 - Q&A: “I want to be a broker for overseas web developers…”
A caller has an idea to connect overseas web developers with clients in the U.S. How would this work, and how can they profit from 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: SideHustleSc

Ep. 3531 - Q&A: “Can I pursue public speaking as a side hustle?”
This listener wants to get paid for public speaking, and he’s got a good story to share—but does he need a more specific topic? 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.c

Ep. 3530 - First $1,000: “I help people get back their hacked accounts…”
In this week’s First $1,000 segment, we hear from a coder with an unusual side hustle: he helps clients recover their hacked or lost Facebook accounts. In his first month, he’s already served fifteen people!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

Ep. 3529 - STORY: Anchors Aweigh! Designer Leads Guided Sailing Tours
A graphic designer packs his bags to see the world, then stumbles into a new line of work leading guided sailing tours. 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

Ep. 3528 - Q&A: “Is it still possible to start a blog?”
Jon is wondering if he’s missed out on the golden age of blogging. He wants to start a blog, but is it too late?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.comEmail: team@si

Ep. 3527 - STORY: Cake Artist’s Confections Whisk Up Delicious Profits
This pastry chef starts by baking on the side, then grows her hustle into a full-time business selling more than $100,000 worth of wedding and custom cakes 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.

Ep. 3526 - TBT: Tap Dance Teacher Offers Worldwide Lessons
In this week’s “Throwback Thursday” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com. From his homebase of Melbourne, Australia, he teaches the art of the tap to students all over the world.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

Ep. 3525 - Q&A: “Should I self-publish a mental health guidebook on Kindle?”
A listener in Mexico is starting a podcast on mental health, and also wants to publish a book. Should she put it out on Kindle even though she doesn’t have a lot of followers yet?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

Ep. 3524 - Q&A: “I’d like to be a financial advisor for Gen Z…”
This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform?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.comEmail

Ep. 3523 - First $1,000: “I wanted to explore AI-generated art…”
In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from AI-generated art. 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:&

Ep. 3522 - STORY: Lather, Rinse, Recycle: Soapy Problem Leads to Clean Solution
An account manager solves the pondering question of “What happens to soap after it’s used in a hotel room?”—and turns it into a sustainable 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

Ep. 3521 - Q&A: “How do I find customers as a digital personal assistant?”
Today’s listener is in search of his first customer! He wants to become a digital personal assistant to help people with tech support. How should he proceed?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 n

Ep. 3520 - Failure Friday: “After I was hit by a car, things got worse…”
In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car, the public knowledge of his business was used against him. 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 li

Ep. 3519 - TBT: Bridesmaid-for-Hire Keeps Walking Down the Aisle
In this week’s “Throwback Thursday” segment, we hear from the woman behind “Bridesmaid-for-Hire,” one of our most popular episodes in year one. Her business has grown a lot since then, but she’s also learned some lessons in simplifying. 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

Ep. 3518 - Q&A: “Where do I begin if I want to make an app?”
This listener wants to make an app, but needs some help knowing where to start.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.comEmail: team@sidehustleschool.comBe on the show:

Ep. 3517 - Q&A: “Should I start a new site for my food business?”
This listener has an older food blog that she hasn’t updated in a while, and now she wants to convert it to an ecommerce site. Is that the best approach, or should she start all over?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 sev

Ep. 3516 - First $1,000: “I built an Airbnb rental in my backyard…”
In this week’s First $1,000 segment, we hear from a serial side hustler who builds an ADU in his backyard, allowing him to earn $1,500/month in passive rentals. He then uses the profits to buy another property.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

Ep. 3515 - STORY: Hair Braiding Workshops Help Trans-Racial Adoptive Families
A Chicago woman uses her side hustle to support her life, then adapts it to help more than 1,000 children in trans-racial adoptive families. 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:

Ep. 3514 - Q&A: “How to make a board game from start to finish?”
Today’s listener wants to make a board game. There are many steps involved, and he’ll need to learn a lot along the way. But that shouldn’t stop him! Let’s see if we can help him out. 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&

Ep. 3513 - STORY: Teacher Flips Sports Gear For $8,000/Month
A teacher uses his love for sports memorabilia to bridge the financial gap between his teaching contracts—then goes on to create a highly 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 listener Q&A several days eac

Ep. 3512 - TBT: Southern Transplant Creates Watercolor Brand
In this week’s “Throwback Thursday” segment, we revisit a graphic designer who creates a watercolor brand that is sold in retailers throughout South Carolina and beyond. 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 day

Ep. 3511 - Q&A: “Do I have to sell as a SAAS?”
A listener is trying to decide how to price a new online service. Should she use the common SAAS (“software as a service”) model, or are there alternatives? 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.S

Ep. 3510 - Q&A: “How many tech tools do I need to master?”
This listener has a side hustle teaching data analytics, and wants to grow—but he’s feeling overwhelmed with all the necessary tools. How can he choose the right resources without becoming fixated on 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 includes free guided lessons an

Ep. 3509 - First $1,000: Paralegal Assists U.S. Immigrants to Canada
In this week’s First $1,000 segment, we hear from a Canadian paralegal who helps American immigrants learn to navigate the bureaucracy of migration. 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 note

Ep. 3508 - STORY: “SwitchPod” Camera Tool Raises $415,748 on Kickstarter
When two friends spot an opportunity to create a practical camera accessory, the crowdfunding campaign exceeds their wildest expectations. 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: Si

Ep. 3507 - Q&A: “How to convert non-paying students into customers?”
Today’s listener (from Egypt!) is teaching software development through an apprenticeship model, but most of his students aren’t paying. How can he convert some of these free students into customers?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 list

Ep. 3506 - Failure Friday: “I had tears in my eyes reading the response…”
In this week’s Failure Friday segment, we hear from a jewelry seller who almost gets taken out of commission by a highly negative review. 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: Sid

Ep. 3505 - TBT: Family Affirmation Cards Go Global
In this week’s “Throwback Thursday” segment, we hear from the co-founder of a Canadian business that helps kids and families with self-worth.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

Ep. 3504 - Q&A: “How do you forecast earnings for a side hustle?”
A listener came across my back-of-the-napkin spreadsheet template and is wondering something: if a business or side hustle is new, how can you forecast earnings for it? It’s a good question, but there’s also a good answer.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

Ep. 3503 - Q&A: “Ideas for an architect trying to change business models?”
An experienced architectural drafter is hoping to make a change. He still wants to use his professional skills, but in a way that doesn’t rely on trading time for money. What should he consider?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

Ep. 3502 - First $1,000: The Pacific Northwest Tiny Home Designer
In this week’s First $1,000 segment, we hear from a side hustler in Olympia, Washington. He designs tiny homes—how did he get started with 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: Si

Ep. 3501 - STORY: Networking Success Is Served with Side of Eggs
Inspired by a generation’s obsession with startups and brunch, this Wall Street relationship manager combines the two on a silver platter. 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: Si

Ep. 3500 - Q&A: “What's the best way to sell a digital download?”
Let’s say you have something to sell that is digitally delivered. What’s the best way to accept payment and get the item to buyers? 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: SideHustl

Ep. 3499 - STORY: Hedge Fund Manager Rocks On with Diamond Algorithm
“Have algorithm, will side hustle”: These financial traders applied their career know-how to a completely different industry. They’re now earning $5,000/month in affiliate commissions.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

Ep. 3498 - TBT: Hydroponic Indoor Plant System Branches Out
In this week’s “Throwback Thursday” segment, we hear from the founder of IG Works, which specializes in indoor gardening kits that allow you to grow dozens of large plants in a small space. It’s truly un-be-leaf-able!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 guide

Ep. 3497 - Q&A: “How much time do people spend on these projects?”
If you have at least one side hustle already, is it a couple hours a week, taking over your life, or somewhere in between?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.comEmai

Ep. 3496 - Q&A: “How to sell an online birth preparation course?”
A couple in the UK seeks advice on a birth preparation program course they’ve been revisiting in recent months.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.comEmail: team@sid

Ep. 3495 - First $1,000: Vintage Luggage Upcycler Hits Ground Running
In this week's First $1,000 segment, an upcycler transforms forgotten vintage luggage into functional art pieces. 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.comEmail:
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