Have we hit 'Peak Marketplace,' a point where the online world is too crowded for new entrepreneurs? This caller brings up an alternative perspective to a point I made in Gonzo Capitalism. 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 t...
Nov 11, 2023•4 min•Ep. 2506
In this week’s Failure Friday segment, we hear from a digital nomad who sets out to travel for a year—but soon becomes overwhelmed at the idea of building a business on the road. 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: S...
Nov 10, 2023•8 min•Ep. 2505
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Vegas local who helps tourists save on their visits to Sin City. This is a profitable business for her, bringing in up to $5,000/month part-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 E...
Nov 09, 2023•7 min•Ep. 2504
Can you merge the worlds of fitness and gaming into a unique side hustle? Our caller today is a certified trainer looking to tailor workout routines for gamers. Let’s see if we can help him level-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: team@sidehustleschool....
Nov 08, 2023•5 min•Ep. 2503
What's the business model behind viral book trends on social media like #bookstagram and #BookTok? This listener wants to understand how creators are monetizing book-related content. 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 sho...
Nov 07, 2023•5 min•Ep. 2502
1 In this week’s First $1,000 segment, we hear from an Alberta man who leads hikes and tours to wilderness areas in his province, incorporating indigenous knowledge and local sites. 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...
Nov 06, 2023•5 min•Ep. 2501
Tired of the conventional resale game, today's listener is exploring the untapped potential of unclaimed baggage. We break down how his unique blend of unboxing, storytelling, and resale could be an ingenious 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: ...
Nov 05, 2023•6 min•Ep. 2500
Struggling with an email service provider that kicked you to the curb? This episode dives into alternatives and strategies for keeping your email marketing game strong, even when your primary tool bails on 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, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool.com Email: team@sidehu...
Nov 04, 2023•6 min•Ep. 2499
In this week’s Failure Friday segment, we hear from a handmade jewelry maker who cuts some corners after experiencing an influx of sales. Unfortunately, customers noticed and the efficiency effort backfired. 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 03, 2023•8 min•Ep. 2498
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a longtime event planner who transitions to the world of helping authors and experts get paid speaking gigs. 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 t...
Nov 02, 2023•6 min•Ep. 2497
Ever thought of cashing in on your knack for predictions? Today we explore the world of prediction markets like Augur, Kalshi, and PredictIt. 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...
Nov 01, 2023•5 min•Ep. 2496
SEO isn't a "set it and forget it" game, especially with emerging technologies like AI and voice search on the rise. Tune in to this episode to discover how to evolve your SEO strategy to maintain high Google rankings. 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: tea...
Oct 31, 2023•4 min•Ep. 2495
In this week’s First $1,000 segment, we hear from a tarot card reader who was profitable in one month, all thanks to savvy use of TikTok and smart pricing strategies. 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: SideHustleSch...
Oct 30, 2023•5 min•Ep. 2494
Sponsored posts are often part of a blogger's income—but this British blogger has a problem: the sponsored posts she runs typically have much lower engagement than her organic posts. What can be done? 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...
Oct 29, 2023•4 min•Ep. 2493
Diversification is key to financial stability, but could it harm your primary income source? In this episode, a listener seeks help balancing freelancing with an online course offering. 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 ...
Oct 28, 2023•5 min•Ep. 2492
In this week's Failure Friday segment, we meet a Philadelphia chef who rolled out a gourmet food truck, only to find himself a ghost on the city’s vibrant food scene. Discover how he turned the lessons from his culinary calamity into a new roadmap for success. 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...
Oct 27, 2023•6 min•Ep. 2491
In this week’s 'Throwback Thursday / Where are they now?' segment, we catch up with a ghostwriter who once specialized in romance novels and has since broken into the true crime genre. She shares how market saturation in her original niche led her to diversify and find unexpected success and fulfillment in a whole new genre. 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 ...
Oct 26, 2023•6 min•Ep. 2490
Tax season can be a nerve-wracking time, especially when juggling a side hustle. Tune in to learn the single most important piece of tax advice that could save you from getting into trouble with the IRS. 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...
Oct 25, 2023•5 min•Ep. 2489
When family and business mix, things can get complicated quickly. In this episode, a side hustler is experiencing tension after her sister pursues a very similar business idea. 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...
Oct 24, 2023•5 min•Ep. 2488
In this week’s First $1,000 segment, we hear from a freelance podcast editor who decided to specialize in comedy shows. From pricing strategies to building efficient systems, hear how he turned his knack for comedic timing into a money-making 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 n...
Oct 23, 2023•7 min•Ep. 2487
In today’s episode, a tutor grapples with the absence of a formal invoicing system in his two-year-old math tutoring side hustle. Let’s fix 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 Con...
Oct 22, 2023•6 min•Ep. 2486
Struggling with Instagram's fickle algorithm and the emotional toll of low engagement? Tune in for actionable hacks to beat the system and keep your sanity intact. 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...
Oct 21, 2023•8 min•Ep. 2485
In this week's Failure Friday segment, we hear from a retailer who gambled half her startup capital on a massive inventory of holiday sweaters, only to watch the season—and her profits—melt away. Learn how she navigated the fallout to come back stronger and ready to tackle her next venture. 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&...
Oct 20, 2023•6 min•Ep. 2484
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a sustainability consultant who discovered her first client from an unexpected source: her 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 week. Show notes: SideHustleSchool.com Email: [email protected] Be on the show:...
Oct 19, 2023•6 min•Ep. 2483
An artist makes local driftwood into unique pieces of art. How can she cash in this treasure? 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 Instagr...
Oct 18, 2023•6 min•Ep. 2482
A Boston-area listener started a consulting service, but it’s not taking off in the way she hoped. How should she 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 notes: SideHustleSchool.com Email: [email protected] Be on the show: SideHustleSchool.com/questions Connect on Twitter: @chris...
Oct 17, 2023•5 min•Ep. 2481
In this week’s First $1,000 segment, we hear from an educational psychologist who combined traditional tutoring with motivational coaching. Learn how targeted pricing, grassroots marketing, and client retention helped her offer a unique service 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...
Oct 16, 2023•6 min•Ep. 2480
Today’s caller is combining a background in law with tech skills to create something potentially groundbreaking—an app that connects people to class action lawsuits they could join. 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...
Oct 15, 2023•5 min•Ep. 2479
This caller is a modern-day Renaissance man with skills ranging from programming to music production and even cooking. But with so many talents, he's feeling stuck, unsure which path to follow for his 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: team@sid...
Oct 14, 2023•6 min•Ep. 2478
In this week’s Failure Friday segment, we hear from a communications graduate who planned to open a PR agency. Unfortunately, her first attempt didn’t work out as well as she’d hoped. 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 sh...
Oct 13, 2023•7 min•Ep. 2477
