Q&A Episodes
- Q&A: What are the main things to know when starting a podcast?
Top 3 things to know before starting a podcast. Chris shares lessons from building Side Hustle School. Side Hustle School Ep. 1568.
- Q&A: What are some good ways to repurpose content?
How to repurpose content across multiple formats and platforms without duplicating work. Side Hustle School Ep. 1565.
- Q&A: How to automate an online dating profile consulting biz?
How to automate booking and payments for a dating profile consulting business. Side Hustle School Ep. 1563.
- Q&A: What’s the best way to share personal stories of recovery?
Sharing recovery stories about eating disorders: platform strategy and monetization path. Side Hustle School Ep. 1561.
- Q&A: Can you sell a “home office in-a-box” kit?
Can you sell a "home office in-a-box" kit for remote workers? Q&A on validating the idea. Side Hustle School Ep. 1558.
- Q&A: How to start a paid club for people seeking multiple citizenships?
How to start a paid members club for people seeking multiple citizenships—earning $2,800/month from niche community. Side Hustle School Ep. 1556.
- Q&A: How can I publish my Army enlistment guide?
How to publish and sell a guide helping military enlistees. Best formats and sales strategies for reaching your audience. Side Hustle School Ep. 1554.
- Q&A: Is podcast advertising more profitable than blog advertising?
Podcast ads vs. blog ads: which medium pays more? Learn how to attract advertisers and boost earnings beyond $80/month. Side Hustle School Ep. 1551.
- Q&A: Is it too early to change my business name and brand?
When should you rebrand your side hustle? A handmade knitwear seller questions the timing of changing her business name. Side Hustle School Ep. 1549.
- Q&A: How are people successful without social media?
Can you build a successful side hustle without social media? How three entrepreneurs proved it's possible. Side Hustle School Ep. 1547.
- Q&A: Does this hometown tourist guide have merit?
Can you replicate the "Hoboken Girl" local news model in your city? What prerequisites matter most. Side Hustle School Ep. 1544.
- Q&A: How can I develop an online memorial service?
Online memorial services connect families during grief when travel isn't possible. How to build this business model. Side Hustle School Ep. 1542.
- Q&A: Would you join an introvert’s networking club?
Whether an introvert networking club works or kills the vibe. Q&A on building community for shy entrepreneurs. Side Hustle School Ep. 1540.
- Q&A: Can I give people books in exchange for reviews?
Can you give away books for reviews on Amazon? Learn if contacting Kindle readers violates Amazon policy. Side Hustle School Ep. 1537.
- Q&A: How can this listener attract new interest in “old skills?”
Monetize old skills like Morse code with online courses. How resurgent hobbies create six-figure opportunities. Side Hustle School Ep. 1535.
- Q&A: What can we learn from Peloton?
What can side hustlers learn from Peloton and Mirror's success without venture capital? Community and convenience insights. Side Hustle School Ep. 1533.
- Q&A: What’s the deal with NFTs?
NFTs explained: Are digital art tokens a bubble or real opportunity? What creators need to know. Side Hustle School Ep. 1532.
- Q&A: How about a directory of garage and yard sales?
Garage and yard sale directory idea: Should you build it and how to monetize it? Side Hustle School Ep. 1530.
- Q&A: Should I start a podcast OR YouTube channel?
Podcast vs. YouTube channel: pros and cons for your content business. One format generates $100,000—here's how to choose. Side Hustle School Ep. 1528.
- Q&A: Get paid to help brands with their Terms & Conditions?
Can you license Terms & Conditions templates to companies for six figures? Side Hustle School Ep. 1526.
- Q&A: Where should I direct my Pinterest traffic?
Where should you direct Pinterest traffic—to Etsy or a new charity marketplace? Strategic advice for maximizing sales. Side Hustle School Ep. 1523.
- Q&A: How can I create a cloud service consulting business?
How can you turn SaaS audit skills into a consulting business? Help companies cut cloud spending costs. Side Hustle School Ep. 1521.
- Q&A: Should I create a pre-order campaign for my book launch?
Pre-order vs. launch date for self-published books: which strategy works better for authors? Chris Guillebeau answers. Side Hustle School Ep. 1519.
- Q&A: How do you determine your customer’s emotional needs?
How to identify and use your customer's emotional needs in your messaging. Side Hustle School Ep. 1516.
- Q&A: Should I create a course on how to get out of a timeshare?
Can you create a course helping people exit timeshare contracts? Learn what works for the $80,000/year opportunity. Side Hustle School Ep. 1514.
- Q&A: How can I teach a Japanese chess game?
How to teach Shogi, the Japanese chess game, and build a side hustle around it. Strategies for finding your audience. Side Hustle School Ep. 1512.
- Q&A: How to use TaskRabbit to build a client base?
How to transition TaskRabbit clients to your own business while earning $8,000/month—and stay on the platform's good side. Side Hustle School Ep. 1509.
- Q&A: Can you still get paid to post pins on Pinterest?
Can you still earn $4,000/month posting pins on Pinterest? Find out if this side hustle is still viable. Side Hustle School Ep. 1507.
- Q&A: How can I sell my own crossword puzzles?
Sell homemade crossword puzzles to dedicated fans. Strategies for competing beyond The New York Times and USA Today. Side Hustle School Ep. 1505.
- Q&A: Can I make an audio-only learning course (no video!)?
Can you create profitable audio-only courses without video? Learn if this medium works for online learning. Side Hustle School Ep. 1504.
- Q&A: How to become an eSports commentator?
How to break into eSports commentary. Kevin asks about commentating League of Legends and Overwatch tournaments. Side Hustle School Ep. 1502.
- Q&A: How do I go from bath toy idea to manufactured product?
How to turn a bath toy idea into a manufactured product: from prototype to production. Side Hustle School Ep. 1498.
- Q&A: How much money do ‘mommy Instagrammers’ make?
How mommy Instagrammers monetize accounts with thousands of followers through sponsorships and product partnerships. Side Hustle School Ep. 1497.
- Q&A: How to host Pay-to-Play Fortnite parties?
How to host pay-to-play Fortnite parties and earn $3,000/month in your basement. Charge admission, sell snacks from Costco. Side Hustle School Ep. 1495.
- Q&A: How can I sell my service to improve notetaking?
Monetize notetaking expertise into a profitable business model. How to turn study skills into $6,500/month revenue. Side Hustle School Ep. 1493.
- Q&A: My boss is asking a lot of questions…
How to handle a nosy boss asking questions about your side hustle. Managing workplace boundaries while building your business. Side Hustle School Ep. 1491.
- Q&A: Should I get a prototype made … and how do I do it?
Prototyping your product idea: should you use a third-party service and which one? Chris breaks down the factors to consider. Side Hustle School Ep. 1490.
- Q&A: What are some ways to make money with LinkedIn?
Ways to make money with LinkedIn: leverage connections, personal branding, and professional services to reach six figures. Side Hustle School Ep. 1488.
- Q&A: Can I profit from injury recovery videos on TikTok?
Can a fitness coach profit from TikTok injury recovery videos? Monetization strategies for building an audience. Side Hustle School Ep. 1486.
- Q&A: What’s the best software to write a nonfiction book?
Best software tools to write a nonfiction book. Three practical recommendations to help you finish your manuscript. Side Hustle School Ep. 1484.
- Q&A: Is there a payment processor for very small transactions?
Payment processors for micro-transactions under $1. How to sell digital items to gamers without losing profits to fees. Side Hustle School Ep. 1483.
- Q&A: How can I rent a small private workspace?
Finding affordable workspace for your side hustle: options under $300/month for home-based businesses. Side Hustle School Ep. 1481.
- Q&A: How about an app to help people care for plants?
Plant care app with notifications and troubleshooting. Can this code-savvy listener turn it profitable? Side Hustle School Ep. 1479.
- Q&A: Where can I find royalty-free music?
Where to find royalty-free music for podcasts and YouTube without legal trouble. Side Hustle School Ep. 1477.
- Q&A: Any ideas to monetize my visual poetry?
How to monetize visual poetry with subscriptions and other revenue models. Side Hustle School Ep. 1476.
- Q&A: How can I increase my conversion rate?
How to increase your conversion rate instead of finding new customers. Practical tactics for small businesses. Side Hustle School Ep. 1474.
- Q&A: How to get started on personalized journal idea?
Custom physical journal design, printing, and legal protection steps for entrepreneurs. Side Hustle School Ep. 1472.
- Q&A: Have I found a way to accept PayPal payments with no fees?
How to avoid PayPal fees by using Friends & Family transfers instead of business payments. Side Hustle School Ep. 1470.
- Q&A: How to start an engineering hustle while working full-time?
How to start a CAD engineering side hustle while working full-time. Strategies for launching any business alongside a day job. Side Hustle School Ep. 1469.
- Q&A: How to pay for a big summer trip with new income?
How to fund a summer trip with side hustle income. Strategies for paying travel costs before borders fully reopen. Side Hustle School Ep. 1467.
- Q&A: Is it better to have more projects or a single focus?
Should you focus on one side hustle or juggle multiple projects? Weighing the tradeoffs between depth and diversification. Side Hustle School Ep. 1465.
- Q&A: How to get 2021 off to a better start?
Starting a side hustle in 2021 after a difficult year. Five actionable steps to rebuild momentum and create better habits. Side Hustle School Ep. 1463.
- Q&A: What separates small earners from big ones?
What separates $500/month earners from six-figure side hustlers? Key differences in goals, scalability, and approach. Side Hustle School Ep. 1460.
- Q&A: Does the “Evernote Essentials” model still work?
Writing software guides like Evernote Essentials: can this model still generate income? Find out what works today. Side Hustle School Ep. 1458.
- Q&A: Should I use side hustle income for a retirement fund?
Should you put $500/month side hustle income into a retirement fund? Tax implications and strategy tips. Side Hustle School Ep. 1456.
- Q&A: How to earn from a directory of bank signup bonuses?
How to earn from a directory of bank signup bonuses. Monetize banking incentives that pay $300+. Side Hustle School Ep. 1453.
- Q&A: Working through anxiety and “2020 fatigue.”
How listeners are managing anxiety and burnout during 2020. Strategies for staying motivated when everything feels exhausting. Side Hustle School Ep. 1451.
- Q&A: What does “Proposition 22” mean for independent contractors?
Proposition 22's impact on gig workers and independent contractors—and why it matters beyond California. Side Hustle School Ep. 1449.
- Q&A: Is there a better way to do local restaurant delivery?
Food delivery frustrations: exploring better alternatives to DoorDash and Uber Eats. Side Hustle School Ep. 1448.
- Q&A: How to quickly get to market with a distance learning guide?
How to quickly launch a distance learning guide for parents and teachers. Strategies for getting to market fast. Side Hustle School Ep. 1446.
- Q&A: How can I negotiate a revenue share percentage?
Negotiate a fair revenue share for online courses on third-party platforms. What percentage should you ask for? Side Hustle School Ep. 1442.
- Q&A: Should I copyright my sex positive apparel ideas?
Sex-positive apparel startup seeks copyright protection for novelty clothing designs. IP strategy for fashion side hustles. Side Hustle School Ep. 1441.
- Q&A: How to profit from a distorted real estate market?
How to profit from distorted real estate markets without buying rentals. Real estate opportunities post-pandemic. Side Hustle School Ep. 1439.
- Q&A: Help! I’m too tired from Zoom to do anything else
How to fight Zoom fatigue and still build your side hustle. Managing energy after work meetings drain you. Side Hustle School Ep. 1437.
- Q&A: Can I get away without buying an SSL?
SSL certificates explained: Do you really need to pay for HTTPS security on your website? Side Hustle School Ep. 1435.
- Q&A: What kind of partnership agreement do I need?
Partnership contract for a podcast coffee blend business. What agreement protects both parties? Side Hustle School Ep. 1434.
- Q&A: Help! I’m still overwhelmed with buying products on Alibaba
Alibaba vs. Alibaba Express: which platform should you use for product sourcing? Clear answers to common confusion. Side Hustle School Ep. 1432.
- Q&A: How to set up payment plans with auto-renewal?
How to set up low signup fees with quarterly auto-renewal payments. Side Hustle School Ep. 1428.
- Q&A: Should I use a service to promote my romance series?
Should you pay BookBub to promote your romance series on Amazon? Q&A on ebook marketing strategies. Side Hustle School Ep. 1427.
- Q&A: Should I publish my course in more than one location?
Should you publish your online course on multiple platforms like Udemy and Coursera, or stick with one? Side Hustle School Ep. 1425.
- Q&A: How can an Italian living overseas get more voiceover work?
How can an Italian voiceover artist expand her business while living overseas? Q&A on multilingual voiceover strategies. Side Hustle School Ep. 1423.
- Q&A: Is it really better to offer more ways of accepting payment?
Payment options for ecommerce: when more choices hurt conversions. What payment methods actually matter for online stores. Side Hustle School Ep. 1421.
- Q&A: How can I sell “printables” without paid ads?
Sell printables on Etsy without paid ads—Pinterest and Instagram strategies for holiday sales. Side Hustle School Ep. 1420.
- Q&A: Should I change my business name?
Should you rebrand your side hustle? A gardener earning $400/month from his online course weighs rebranding options. Side Hustle School Ep. 1418.
- Q&A: Can you deduct side hustle losses from your federal income taxes?
Can you deduct side hustle losses from your federal income taxes? What's allowed and what's not. Side Hustle School Ep. 1414.
- Q&A: How to make money from Spotify playlists?
Make money from Spotify playlists by charging artists for placement—earn up to $400/month. Side Hustle School Ep. 1413.
- Q&A: How to market a controversial topic?
How to market a controversial topic when Google blocks your ads. Advice for earning $25,000/year despite algorithm roadblocks. Side Hustle School Ep. 1411.
- Q&A: My idea isn’t working … what’s the best way to move on?
When your first three side hustle ideas fail, how do you move forward and learn? Chris addresses dealing with disappointment. Side Hustle School Ep. 1409.
- Q&A: Can I get paid to help people learn to complain better?
Can you get paid teaching people to complain better? Business models for this unique skill. Side Hustle School Ep. 1407.
- Q&A: How do I deal with a chargeback?
Chargeback on your online store? Here's how to respond and protect your business. Side Hustle School Ep. 1406.
- Q&A: Should I update my LinkedIn profile to better match my side hustle?
Should you update your LinkedIn profile for your side hustle? How to balance academia and entrepreneurship on social media. Side Hustle School Ep. 1404.
- Q&A: Should I create a website for medical coders?
How to monetize a medical coder continuing education website earning $3,700/month. Strategies for the CE industry. Side Hustle School Ep. 1400.
- Q&A: Should I keep politics out of my business?
Should you keep politics out of your side hustle? A $25K business owner in Grand Rapids weighs the risks. Side Hustle School Ep. 1399.
- Q&A: 2020 has been overwhelming. What’s the outlook for next year?
What opportunities await side hustlers in 2021? Trends and strategies for the coming year. Side Hustle School Ep. 1397.
- Q&A: Should I pay a publicist to book me as a podcast guest?
Should you hire a publicist to book podcast guest spots? Chris breaks down the real cost-benefit for growing your brand. Side Hustle School Ep. 1395.
- Q&A: How can I use my degree with my side hustle?
How can you leverage your degree in a coaching side hustle? Using credentials to build authority. Side Hustle School Ep. 1393.
- Q&A: How can I produce in-person experiences when people are afraid?
How to market in-person events when people are afraid of attending. Safety strategies for tours and experiences. Side Hustle School Ep. 1392.
- Q&A: Should I accept Bitcoin as a payment method?
Should you accept Bitcoin for your app? Advice on cryptocurrency payments for side hustlers. Side Hustle School Ep. 1390.
- Q&A: My product is selling on Amazon … but how can I get more attention?
How to get more visibility for a new Amazon product: biodegradable party cups. Advice for growing sales with limited reviews. Side Hustle School Ep. 1386.
- Q&A: Are there other types of digital assets?
Digital assets you can create and sell beyond ebooks and apps. From virtual paintbrushes to in-game items—earn $50,000/year. Side Hustle School Ep. 1385.
- Q&A: How can I monetize a site for fans of Black superheroes?
Monetize a Black superheroes fan site without ads. Strategies for DC and Marvel content. Side Hustle School Ep. 1383.
- Q&A: What are your top tips for daily writing?
How can you maintain a 1,000-word daily writing habit? Chris shares tips to help writers stay consistent. Side Hustle School Ep. 1381.
- Q&A: Should I provide a guarantee for my real estate photography service?
Real estate photography service guarantee: should you offer money-back protection to clients? Side Hustle School Ep. 1379.
- Q&A: Any ideas for a military couple?
Side hustle ideas for military couples who move frequently and face deployment risks. Q&A on location-independent businesses. Side Hustle School Ep. 1378.
- Q&A: I set up my email list … now what??
How to grow your email list after setup and convert subscribers into $500,000/month revenue. What comes after Mailchimp. Side Hustle School Ep. 1376.
- Q&A: Can I compete with Gazelle by reselling iPhones?
Can you really compete reselling iPhones against Gazelle? What arbitrage opportunities exist in used phones. Side Hustle School Ep. 1372.
- Q&A: How to convert non-paying students into customers?
Converting free software development students into paying apprentices. Freemium model strategies for teaching side hustles. Side Hustle School Ep. 1371.
- Q&A: Do I have to sell as a SAAS?
Pricing online services: Do you have to use the SAAS subscription model, or are there alternatives? Side Hustle School Ep. 1369.
- Q&A: Help! My website images keep disappearing…
Website images disappearing from your blog posts? Here's why it happens and how to fix it. Side Hustle School Ep. 1367.
- Q&A: How can I get more comments on my blog and Instagram posts?
How to get more blog and Instagram comments on your urban gardening content—and whether engagement metrics matter most. Side Hustle School Ep. 1365.