Chris Guillebeau

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 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. Hosted on Acast. See acast.com/privacy for more information.

Besuch unbedingt die Website des Podcasts und unterstütze die Macher: sidehustleschool.com

Autor

Chris Guillebeau

Kategorie

Business

Podcast-Website

sidehustleschool.com

Neueste Folge

29. Okt 2026

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#2642 - Q&A: “What’s the best way to set up a social media calendar?” 26.03.2024

In today’s episode, we dive into the world of social media strategy for fashion brands and side hustles. Discover how to effectively organize and schedule your content across multiple platforms using a variety of tools, from Google Calendar and Trello to Hootsuite and Canva. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without...

#2641 - First $1,000: Instagram Reels Editor Makes Videos Look Better 25.03.2024

In this week’s First $1,000 segment, we hear from a savvy video editor who turns Instagram Reels into a lucrative career, showcasing the art of engaging short-form 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...

#2640 - Q&A: “How much content do I put behind a paywall?” 24.03.2024

In today's episode, we tackle the challenge of monetizing a blog through paywalled content. Learn how to balance free and paid content on your site, ensuring you continue to grow your audience while providing clear value to paying subscribers. 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...

#2639 - Q&A: “TikTok is taking way too much commission…” 23.03.2024

In today's episode, we decode TikTok's Creator Fund commission structure and discuss strategies for maximizing earnings as a content creator. 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: SideHust...

#2638 - Failure Friday: Useless Business Coach Fails to Help Side Hustler 22.03.2024

In this week’s Failure Friday segment, we hear about the unfortunate experience of hiring a business coach—a decision that led to costly lessons in a side hustler trusting her intuition and recognizing the value of her own business acumen. 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 s...

#2637 - TBT: Licensed Therapist Offers Non-Licensed, Out-of-State Coaching 21.03.2024

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a licensed therapist who diversifies her income by offering non-licensed coaching services to out-of-state 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 listene...

#2636 - Q&A: “Should I have a consistent posting schedule?” 20.03.2024

Join us in today's episode as we delve into the art of maintaining a consistent yet flexible publishing schedule for bloggers. Learn how regular posting, tailored to your lifestyle and type of content, can improve engagement and growth. 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...

#2635 - Q&A: “Best ways to use Notion to track projects…” 19.03.2024

In this episode, we dive into the world of digital organization tools for busy side hustlers. Discover how platforms like Notion can transform the way you plan, track, and collaborate on projects, ensuring nothing falls through the cracks. 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 s...

#2634 - First $1,000: Linking Up Profits on Instagram Stories 18.03.2024

In this week’s First $1,000 story, we dive into the innovative approach of a social media influencer who mastered the art of monetizing her fashion and home improvement Instagram accounts.  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...

#2633 - Q&A: “Should I be worried about burnout?” 17.03.2024

Discover how to tackle burnout head-on! This episode offers three key strategies for side hustlers to maintain their wellbeing without neglecting their passion for projects. 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...

#2632 - Q&A: “What are the single most important marketing tasks?” 16.03.2024

Today’s episode zeroes in the essential marketing strategies ideal for any side hustle. Discover how to effectively engage your audience, establish a strong online presence, and grow your customer base. 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...

#2631 - Failure Friday: Lost in the Code of Education 15.03.2024

In this week’s Failure Friday segment, we bring you the story of "EduAI," an AI-driven tutoring platform whose technological complexity led to its downfall, underscoring the balance between innovation and usability in EdTech. 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 f...

#2630 - TBT: The Mentor's Guide to Patenting 14.03.2024

In this week’s “Throwback Thursday / Where are they now?” segment, we meet the semi-retired inventor who's now demystifying the patent process for new creators. 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...

#2629 - Q&A: “How many subscription boxes do I need to sell to be sustainable?” 13.03.2024

Join us in this episode as we help a listener find the magic number for her subscription box business. Learn how to calculate the number of subscriptions you need to be sustainable! 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 seve...

#2628 - Q&A: “What, Apple takes 30% of all app payments”? 12.03.2024

In this episode, we discuss strategies for app developers to navigate Apple's 30% in-app purchase fee. Discover how alternative payment methods, subscription models, and cross-platform development can help maximize your app's revenue while staying within Apple's policy framework. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money wit...

#2627 - First $1,000: The College Greek Life Alumni Mentorship Network 11.03.2024

In this week’s First $1,000 segment, we delve into the story of a college grad who creates a mentorship platform, connecting fraternity and sorority members with alumni for career guidance. 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...

#2626 - Q&A: “Should my online course be live or on demand?” 10.03.2024

In this episode, we explore the pros and cons of live versus on-demand online courses, including some specific resources for course creation. Tune in to learn how to perfectly blend your teaching style with your audience's needs for the best learning experience. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting thei...

#2625 - Q&A: “How can I 3x my subscription service?” 09.03.2024

In this episode, we explore the journey from steady growth to rapid expansion for a caller’s cozy home goods subscription service. Discover the secrets of growth hacking and learn how to *triple* your subscriber base with creativity and data-driven decisions. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their j...

#2624 - Failure Friday: Organic Cosmetics Line Breaks Down 08.03.2024

In this week’s Failure Friday segment, a venture into organic cosmetics faces unexpected challenges, highlighting the importance of product testing in natural beauty 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 Q&A several da...

#2623 - TBT: New England Soapmaker Makes Clean Start 07.03.2024

In this week’s “Throwback Thursday / Where are they now?” segment, we revisit the story of a New England soapmaker who turned a small, artisanal craft into a thriving 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 d...

#2622 - Q&A: “Should I make an ebook, online course, or something else?” 06.03.2024

In today's episode, we guide a listener through the decision between creating an ebook or an online course for expanding their digital presence. Tune in to learn how to match your content with your unique strengths and audience needs. 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...

#2621 - Q&A: “How to maintain momentum for daily projects?” 05.03.2024

In this episode, we tackle the challenge of keeping daily creative projects fresh and engaging. Learn how to reinvigorate your routine with themes, collaborations, and audience interaction—all of which can increase interest and attention. 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 sh...

#2620 - First $1,000: AI-Powered TikTok Accounts Earn Passive Income 04.03.2024

In this week’s First $1,000 segment, we hear from a tech-savvy TikTok user, who creates multiple, AI-powered accounts to promote affiliate products. Very impressive! 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...

#2619 - Q&A: “How can I find sponsors for my podcast and YouTube channel?” 03.03.2024

In this episode, we delve into the art of attracting sponsors for your podcast and YouTube channel. Discover how to identify potential sponsors, craft a compelling pitch, and build lasting partnerships that align with your brand and engage your audience. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. T...

#2618 - Q&A: “Should I use the ProfitFirst model?” 02.03.2024

In this episode, we delve into whether the Profit First model (from our friend Mike Michalowicz) is a viable financial strategy for a freelance graphic designer. 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....

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