A caller from Ireland wants to start his own instructional workshop. How are live events different from other services—and what are some tips for running one well? 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@sidehustleschool.com Be on the show: SideHustleSchool...
Dec 11, 2022•5 min•Ep. 2171
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 ones! 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on...
Dec 10, 2022•5 min•Ep. 2170
In this week’s Failure Friday segment, we hear from the founder of an advisory service who hires his first assistant. The relationship starts well, but as the founder stops paying attention, things go downhill. Dun dun dun…. 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 Emai...
Dec 09, 2022•6 min•Ep. 2169
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder and CEO of a lead generation / digital marketing company called Credo. It’s been through a few different iterations over the years, but continues to grow and evolve. 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...
Dec 08, 2022•6 min•Ep. 2168
Today’s caller wants to drive for Uber Eats, Door Dash, and Postmates—but it’s not what you think. He’s not looking for a new part-time job; he just wants to collect the bonuses that each service offers, then quit. 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@si...
Dec 07, 2022•4 min•Ep. 2167
In one of the early stories for the podcast that was also included in the Side Hustle book, a guy earned $10,000 in a short amount of time by doing voiceover work commissioned through Fiverr. Is this still possible now? 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: te...
Dec 06, 2022•5 min•Ep. 2166
In this week’s First $1,000 segment, we hear from a web designer who wants to get off the freelance train by creating a standardized service. Her new “website audit” offer is working! 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@sidehustleschool.com Be on the sh...
Dec 05, 2022•6 min•Ep. 2165
Today’s caller has a retail business that is not typically dependent on holiday sales, but he wants to juice the numbers a bit. How can you increase end-of-year sales in a non-holiday 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: SideHustleSchool.com Email: team@sidehustleschool.com Be...
Dec 04, 2022•4 min•Ep. 2164
A number of apps, websites, and platforms promise that you can earn a few hundred dollars a month in exchange for your opinion. Is this legit? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connec...
Dec 03, 2022•4 min•Ep. 2163
In this week’s Failure Friday segment, we hear from a maple syrup reseller (this is a thing) whose inventory was stolen by a Canadian cartel (this is not a joke). How does he handle this sticky crisis?? 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...
Dec 02, 2022•7 min•Ep. 2162
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Florida enthusiast who becomes America’s leading ambassador of kickbikes, a European mode of transport and adventure. 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@sidehustleschool....
Dec 01, 2022•7 min•Ep. 2161
Today’s listener is an aspiring political lobbyist—but this isn’t Job School, it’s Side Hustle School! Can she do part-time lobbying for passive income as a business instead of a career? 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@sidehustleschool.com Be on the...
Nov 30, 2022•5 min•Ep. 2160
If you’re not trying to be Jeff Bezos selling Christmas trees (his original business), you still might want a business that only operates one part of the year. In that situation, when is the best time to start ramping up? 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: ...
Nov 29, 2022•5 min•Ep. 2159
In this week’s First $1,000 segment, we hear from a handyman who builds his part-time business to $4,000/month on TaskRabbit, and then goes off-app to avoid platform 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 show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHust...
Nov 28, 2022•5 min•Ep. 2158
Our listener is earning more than $50,000/year from three side projects. Whoo hoo! Still, he wants more of this income to be passive, because he’s doing a lot of work for it. How can he go to the next 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: team@sidehustl...
Nov 27, 2022•5 min•Ep. 2157
A listener has a question about self-sabotage: whenever they find themselves moving forward, they end up backing away. What can be done in this situation? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/ques...
Nov 26, 2022•5 min•Ep. 2156
In this week’s Failure Friday segment, we hear from a listener who borrowed money from a friend for an investment in a cryptocurrency project. Need we say 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 listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleSchool.co...
Nov 25, 2022•5 min•Ep. 2155
In this special episode recorded in South Africa, Chris reflects on 5+ years of Side Hustle School and encourages listeners to eat more pie. 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect ...
Nov 24, 2022•4 min•Ep. 2154
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 days each week. Show notes: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: S...
Nov 23, 2022•5 min•Ep. 2153
Today’s caller has an idea to start her own app for people who identify as asexual (where you don’t feel much sexual attraction to anyone). What’s the best path forward? 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@sidehustleschool.com Be on the show: SideHustle...
Nov 22, 2022•5 min•Ep. 2152
In this week’s First $1,000 segment, we hear from a Texas event planner who earns at least $2,000/month on the side. One early event featured a creative display of hundreds of bananas. 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@sidehustleschool.com Be on the s...
Nov 21, 2022•6 min•Ep. 2151
Today’s listener wonders: how can the average person capitalize on the fact that so many people are much more comfortable with video calls these days? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/question...
Nov 20, 2022•5 min•Ep. 2150
An athletic listener from Minnesota seeks advice on starting a fundraising campaign. Will he need to improve his social media for more people to notice? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questi...
Nov 19, 2022•6 min•Ep. 2149
In this week’s Failure Friday segment, we hear from an investor who buys into a national franchise—then realizes he’s essentially bought himself a job. 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questio...
Nov 18, 2022•5 min•Ep. 2148
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a livestreamer who uses Amazon Merch on Demand to sell t-shirts and other personalized items. She’s sold more than 7,000 so far! 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@sidehust...
Nov 17, 2022•8 min•Ep. 2147
An independent musician is looking for “something like Patreon but different.” What are her options? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chrisguillebeau Connect on ...
Nov 16, 2022•4 min•Ep. 2146
Today’s caller wants to enter the world of personal finance experts and influencers. As she notes, she’s not the only one! So if you want to break in—what do you 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: SideHustleSchool.com Email: team@sidehustleschool.com Be on the show: SideHustleScho...
Nov 15, 2022•6 min•Ep. 2145
In this week’s First $1,000 segment, we hear from the self-described “Wordpress Girl,” who starts a service helping female entrepreneurs get set up with a website. She’s currently in the midst of a rebranding, but still brings in at least $2,000/month on the side. 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 wee...
Nov 14, 2022•5 min•Ep. 2144
An outdoorsman from Montana wants to teach survival skills, but isn’t sure how to start. Can we help him get out of the woods? 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @c...
Nov 13, 2022•5 min•Ep. 2143
Today we hear from a professor of sociology who wants to make more money. Nothing wrong with that! Let’s see if we can help. 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@sidehustleschool.com Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chr...
Nov 12, 2022•5 min•Ep. 2142
