Side Hustle School

You might have heard about the rise of AI “prompt engineers,” where people are earning high salaries to help Chat-GPT and other tools create code and content. How do you break into the field? 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 history-loving listener is starting a podcast. Should he also upload it to YouTube to find a wider audience? 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@sidehu...

Why not blend a love of the macabre with a passion for yoga? Answer: because it’s too spooky to be salesworthy. In this week’s Failure Friday segment, we hear from a yoga instructor who tries to start a “Graveyard Yoga” series. 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...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a business coach in Minneapolis who helps female entrepreneurs optimize their websites. This business operates seasonally and earns up to $6,000/month when it’s in motion. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...

An engineer hopes to profit from 3D printing. What’s his target market and unique selling proposition?  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@sidehustlesch...

A caller from Spain works for an agency as a professional translator. How can she break out and get translation gigs on her own? 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...

In this week’s First $1,000 segment, we hear from a fashion lover who uses affiliate campaigns to earn commissions. This new business is taking off! 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: S...

In this episode, we hear from a graphic designer and marketing pro with a knack for creating branded merchandise from his corporate position—and now he wants to try his hand at getting his own 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 l...

Instagram keeps telling this creator to “boost” her posts by paying for advertising. Is this the path to viral fame or a waste of money?  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...

In this week’s Failure Friday segment, we hear from a yoga teacher who dreamed of leading a retreat in Central America. Just one problem: no one signed 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...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Australian who turned to LinkedIn and started pitching companies on a specific service: auditing their sales and marketing processes. This is going really well, earning over $5,000/month part-time. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wit...

If you’re side hustling while working your day job, can you still ask for a raise? (Answer: yes!) This episode features four tips to get paid more from your employer. 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 w...

Today's caller hopes to combine his passion with the latest technology in Virtual Reality headsets. Are we ready for a “back to the future” VR arcade?  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...

In this week’s First $1,000 segment, we hear from a virtual assistant who does one thing only: manage the inboxes of busy startup founders. 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...

The world of “fitness influencers” is crowded and noisy, but there’s still a path to success for some. Can we help our listener make a credible plan to make money from her athletic expertise? 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&...

We're shifting gears with our next caller. Instead of making a small amount of extra cash, he wants to “go big” and earn real money. Sounds good to me! Let’s explore the best way to make the leap to scaling your 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 gu...

In this week’s Failure Friday segment, we hear from a personal finance blogger who failed to renew his domain name. It was then stolen by a company that provides content we don’t talk about on Side Hustle School. Don’t let this happen to you… 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...

After two years, my brand-new-book Gonzo Capitalism is now out in the world. You can find it at any bookstore or online retailer. Also! I'm visiting at least 16 cities:  chrisguillebeau.com/tour 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...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Delaware baker who sells cinnamon rolls and more. Each month, she bakes up at least $1,500 in profit with little marketing. 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 a...

A British side hustler hopes to harness her new skills in UX/UI to venture into consulting. 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 o...

Have you ever wondered if narrowing your focus in the buy-and-sell game could actually be a key to success? In today’s episode, we’ll hear from a reseller who wants to sell ONLY Apple products. 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...

In this week’s First $1,000 segment, we hear from a medical resident working in Chicago who has a side hustle as the med school “decision doctor,” helping students and interns navigate crucial decisions. 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...

Authors who publish books in the Kindle Unlimited (KU) program earn royalties based on the number of page views you receive—but parts of the process remain a mystery. Let’s help an aspiring author decide if KU is the best fit for 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 i...

A caller in India has his sights set on the rapidly expanding field of cloud computing. What’s the best way to market a service targeted to small businesses? 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...

In this week’s Failure Friday segment, we hear from an aspiring travel blogger and TikTok streamer. After an initial run at making a good income, the banking partner she worked with dropped her from its affiliate program. 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...