Q&A Episodes
- Q&A: “Side hustle opportunities for retirees…”
Side hustle opportunities for retirees: what works best when you're ready to leave your career but stay active. Side Hustle School Ep. 2230.
- Q&A: “How to use ChatGPT and AI in a side hustle…”
Using ChatGPT and AI for side hustles: outsourcing tasks, creating sellable products, and separating hype from reality. Side Hustle School Ep. 2229.
- Q&A: “Conflict with my partner over my side hustle…”
How to handle partner conflict over your side hustle. Advice for entrepreneurs facing relationship tensions. Side Hustle School Ep. 2227.
- Q&A: “Is it better to have prices end in the number 9?”
Does ending prices in 9 actually boost sales? We examine the science behind this pricing strategy. Side Hustle School Ep. 2226.
- Q&A: “Side hustle opportunities for introverts…”
Side hustle opportunities for introverts who hate selling. Find businesses you can run solo without direct sales. Side Hustle School Ep. 2223.
- Q&A: “I want to make and sell a pickleball paddle…”
Should you make and sell pickleball paddles? Market saturation, manufacturing costs explained. Side Hustle School Ep. 2222.
- Q&A: “Can’t find the time to grow my business!”
Why you can't grow beyond $50,000/year: the hidden resistance stopping your side hustle. Side Hustle School Ep. 2220.
- Q&A: “A subscription to manage other subscriptions…”
A subscription tool that finds and cancels unwanted subscriptions to save money. Could a meta-subscription work? Side Hustle School Ep. 2219.
- Q&A: “Ebay selling feels less personal now…”
Has eBay changed for sellers? Why the platform feels less personal now and what that means for your side hustle. Side Hustle School Ep. 2216.
- Q&A: “How to create ‘transformational’ online courses?”
How to build transformational online courses that stand out in competitive markets. What makes courses work today. Side Hustle School Ep. 2215.
- Q&A: “Can I sell a calendar sometime other than January?”
Calendar business timing: selling year-round vs. seasonal peaks. When to launch a niche calendar idea. Side Hustle School Ep. 2213.
- Q&A: “Is there a summer camp for side hustlers?”
Adult summer camp for side hustlers: is it a viable business idea? Pros, cons, and how to evaluate before launching. Side Hustle School Ep. 2212.
- Q&A: “Can I deduct clothes and haircuts on my taxes?”
Can you deduct clothing and haircuts as business expenses? What side hustlers need to know about tax deductions. Side Hustle School Ep. 2209.
- Q&A: “Which online resources are worth paying for?”
Which online resources are worth paying for? Learn what's essential vs. what you can skip for your side hustle. Side Hustle School Ep. 2208.
- Q&A: “Can you sue telemarketers and get paid?”
Sue telemarketers under the Telephone Consumer Protection Act and earn damages—one caller heard of someone winning $7,000. Side Hustle School Ep. 2206.
- Q&A: “No one is seeing my Instagram posts…”
Why your Instagram posts aren't showing to followers and what to do about it. Side Hustle School Ep. 2205.
- Q&A: “Can you really work two full-time jobs simultaneously?”
Can you work two full-time jobs simultaneously? Tips for managing multiple employment without employer awareness. Side Hustle School Ep. 2202.
- Q&A: “How can you buy and resell electric vehicles?”
How to buy and resell electric vehicles: demand is high, waitlists are long, but complications arise. Side Hustle School Ep. 2201.
- Q&A: “How to make a killer sales page?”
How to create a high-converting sales page that overcomes buyer objections and skepticism. Side Hustle School Ep. 2199.
- Q&A: “How to sell a ‘stop smoking in 30 days’ course?
How to sell a stop-smoking course to skeptical quitters. Positioning strategies for health courses with money-back guarantees. Side Hustle School Ep. 2198.
- Q&A: “My revenue has plateaued at $180,000/year…”
How to break through a $180,000 revenue plateau and scale to $500k+. A side hustle partner seeks growth strategy. Side Hustle School Ep. 2195.
- Q&A: “How do you choose what to focus on?”
How to choose between multiple business ideas—clothing line or home decor store. Guidance on passion vs. market potential. Side Hustle School Ep. 2194.
- Q&A: “Driving an RV across the country—can I get sponsored?”
Getting sponsored for an RV road trip across the country. Learn how to monetize your family's van life adventure. Side Hustle School Ep. 2191.
- Q&A: “What’s the best way to sell a simple digital download?”
How to sell digital downloads: comparing Shopify, Gumroad, and simpler platforms for fitness plans and e-books. Side Hustle School Ep. 2188.
- Q&A: “How to share men’s lifestyle advice that isn’t toxic…”
How to position men's lifestyle advice without toxicity or politics. Navigating a crowded market while staying authentic. Side Hustle School Ep. 2187.
- Q&A: “I have a hard time asking for money…”
How a financial advisor overcomes charging anxiety for debt management services. Side Hustle School Ep. 2185.
- Q&A: “Can I buy an existing small business?”
Can you buy an existing small business instead of starting from scratch? Learn what to know before investing. Side Hustle School Ep. 2184.
- Q&A: “How to plan for a big New Year’s Sale?”
Planning a New Year's sale for wellness businesses: marketing strategies that work in January and February. Side Hustle School Ep. 2181.
- Q&A: ”My customer tried to barter with me … after the sale!”
Customer tries to barter energy healing for unpaid workshop ticket. When to say no to customers. Side Hustle School Ep. 2180.
- Q&A: “An English-language anime club in Japan…”
English-language anime club in Japan: bridging the gap for English speakers in anime fandom. Side Hustle School Ep. 2178.
- Q&A: “Are pay-per-click ads cheaper on Pinterest?”
Why Pinterest pay-per-click ads cost 30-40% less than Facebook. What that means for ecommerce sellers. Side Hustle School Ep. 2177.
- Q&A: “Broker-liaison for overseas web developers…”
How to connect overseas web developers with U.S. clients and profit as a project management liaison. Side Hustle School Ep. 2174.
- Q&A: “Does anyone make money from cat videos??”
Can you make money from cat videos? Learn how cat owners monetize their feline content. Side Hustle School Ep. 2173.
- Q&A: “Starting an instructional workshop…”
Running instructional workshops: what makes live events different from other services and how to execute them well. Side Hustle School Ep. 2171.
- Q&A: “How do I focus on retaining clients?”
Client retention strategies for CPAs and service providers. How to keep customers loyal beyond holiday gifts. Side Hustle School Ep. 2170.
- Q&A: “I want to be a Door Dash driver for a day…”
Chasing gig app bonuses: Stack new driver offers from DoorDash, Uber Eats, and Postmates without the long-term commitment. Side Hustle School Ep. 2167.
- Q&A: “Can you still make $10,000 with voiceover work on Fiverr?”
Can you still earn $10,000 doing voiceover work on Fiverr? Yes—here's how to compete in today's marketplace. Side Hustle School Ep. 2166.
- Q&A: “How to stand out with an end-of-year sale?”
How to create compelling end-of-year sales for retail businesses that aren't holiday-dependent. Side Hustle School Ep. 2164.
- Q&A: “Is making money from surveys still a thing?”
Can you actually earn money taking online surveys? Learn what's realistic about survey platforms and their income potential. Side Hustle School Ep. 2163.
- Q&A: “I want to get paid to lobby for causes I believe in…”
Part-time lobbying as a side hustle business—can you compete with full-time lobbyists on cost? Side Hustle School Ep. 2160.
- Q&A: “When’s the best time to start a seasonal business?”
When should you start a seasonal business to hit December deadlines? Timing strategies for holiday side hustles. Side Hustle School Ep. 2159.
- Q&A: “I’m ready for more passive income…”
How to transition $50,000/year side hustles into passive income streams. Making money work harder so you don't have to. Side Hustle School Ep. 2157.
- Q&A: “Every time I start to make progress, I hold back…”
Why you hold back when progress happens and how to push through self-sabotage patterns. Side Hustle School Ep. 2156.
- Q&A: “How to profit from cover songs on Apple Music?”
How to profit from cover songs on Apple Music and Spotify. Permissions, royalties, and what musicians need to know. Side Hustle School Ep. 2153.
- Q&A: “I want to make an asexual dating app…”
Building an asexual dating app: is it viable, and what's the best first step? Hear advice on niche app ideas. Side Hustle School Ep. 2152.
- Q&A: “Can you still make $10,000 with voiceover work on Fiverr?”
Can you still earn $10,000 doing voiceover work on Fiverr? Tips for competing in a crowded marketplace. Side Hustle School Ep. 2150.
- Q&A: “I’m a professional speed skater … how can I fundraise?”
Speed skater seeks fundraising strategy for Olympic training. Sponsorships, products, social media tactics. Side Hustle School Ep. 2149.
- Q&A: “Are there any alternatives to Patreon?”
Patreon alternatives for independent musicians: Substack, Ko-fi, and direct payment options. Side Hustle School Ep. 2146.
- Q&A: “How can I become a personal finance influencer?”
Breaking into personal finance content creation: positioning yourself in a crowded market. Side Hustle School Ep. 2145.
- Q&A: “I’d like to teach wilderness survival classes…”
Teaching wilderness survival skills in-person or online: first steps for a Montana outdoorsman. Side Hustle School Ep. 2143.
- Q&A: “Need to increase income as an adjunct professor…”
Adjunct professor earning less than $3,000 per course seeks ways to leverage her sociology expertise for extra income. Side Hustle School Ep. 2142.
- Q&A: “What’s the best way to outline a business idea?”
How to outline a business idea systematically—from offer to delivery. Learn the key info to capture before building. Side Hustle School Ep. 2139.
- Q&A: “Can I make and sell Notion templates?”
Make and sell Notion templates for $2800/month. How to build a template business on Notion's platform or your own site. Side Hustle School Ep. 2138.
- Q&A: “When is it too late to change a business name?”
When should you rebrand an existing side hustle? How to decide if changing your business name is worth it. Side Hustle School Ep. 2136.
- Q&A: “Millions of dollars for white noise tracks for Spotify … this is crazy!”
How to find untapped money-making niches like white noise streaming on Spotify. What works now vs. saturated trends. Side Hustle School Ep. 2135.
- Q&A: “I stopped delivering for my Patreon…”
Patreon musician earned $2,000/month from fans but stopped delivering promised updates. Should he come clean or keep quiet? Side Hustle School Ep. 2132.
- Q&A: “Should I pay to get verified on Instagram?”
Should you pay $2,000 for Instagram verification? A nutritionist earning $2,800/month weighs the risks. Side Hustle School Ep. 2131.
- Q&A: “Where can I find my first employee?”
Hiring your first employee for a $2800/month stationery brand. How to find the right fit without Upwork. Side Hustle School Ep. 2129.
- Q&A: “Recovering after a failed partnership…”
How to recover from a failed partnership and move forward with confidence. Caller earned $2800/month before partnership ended. Side Hustle School Ep. 2128.
- Q&A: “How can you resell video games if they’re digital?”
Reselling digital video games: why the industry blocks it and potential workarounds. Side Hustle School Ep. 2125.
- Q&A: “I want to be the Zoom Dog Trainer!”
Can you train dogs on Zoom? This caller earns $2800/month offering virtual dog training sessions to clients nationwide. Side Hustle School Ep. 2124.
- Q&A: “Where’s the best place to hire contractors?”
Where to hire virtual assistants and contractors: Upwork vs. Fiverr and beyond. Advice for scaling your second side hustle. Side Hustle School Ep. 2122.
- Q&A: “Help, my bank said I can’t open a business account!”
Bank account requirements for side hustles: when your bank says no and what to do about it. Side Hustle School Ep. 2121.
- Q&A: “I want to make and sell firefighter merch…”
How a firefighter plans to earn $2,800/month selling print-on-demand "support your local firefighter" merch. Side Hustle School Ep. 2118.
- Q&A: “I want to sell AI-generated art from DALL-E…”
Can you sell AI-generated art from DALL-E? Yes—and some creators earn $2800/month. Side Hustle School Ep. 2117.
- Q&A: “Like an airport lounge, just in a mall…”
Mall lounge concept with free drinks and amenities generates $2800/month. Can airport lounge vibes work in shopping centers? Side Hustle School Ep. 2115.
- Q&A: “My biggest problem is low self-confidence…”
How imposter syndrome and low self-confidence hold back entrepreneurs—and what to do about it. Side Hustle School Ep. 2114.
- Q&A: “Which pages are most important on a website?”
Which website pages matter most for your business? A Q&A on prioritizing content strategy over keyword pages. Side Hustle School Ep. 2111.
- Q&A: “I’m inventing underwater headphones for swimmers…”
Inventing underwater headphones for swimmers? Learn how to navigate manufacturing, funding, and factory partnerships. Side Hustle School Ep. 2110.
- Q&A: ”Is there an app to evaluate business ideas?”
How to evaluate business ideas and pick which side hustle to launch first. Does an app exist for this? Side Hustle School Ep. 2108.
- Q&A: “Selling a user’s guide to Shopify conversion…”
How to sell a Shopify conversion guide to 2M+ users—earning $2,800/month without platform permission. Side Hustle School Ep. 2107.
- Q&A: "Help, my Amazon competitor is buying fake reviews!"
Today we’re going to hear from an Amazon seller with a problem that is (sadly) not unique: one of their competitors is buying up fake reviews, giving … Side...
- Q&A: “How can I start a Korean makeup channel on YouTube?”
How to start a Korean makeup YouTube channel and earn $2800/month. Ha-Joon asks about monetizing beauty vlogs. Side Hustle School Ep. 2103.
- Q&A: “Can I buy and resell plane tickets like concert tickets?”
Can you resell plane tickets like concert tickets? Learn the legality and profitability of this idea. Side Hustle School Ep. 2101.
- Q&A: “I bought and sold 75 Peloton bikes…”
How a reseller earned $2,800/month buying and flipping 75 Peloton bikes during the pandemic. Side Hustle School Ep. 2100.
- Q&A: “I want to take my seminar on the road…”
A listener has been teaching a local seminar on speed-reading. She now wants to take her show on the road … and quickly! What does she need to do… Side Hustle...
- Q&A: “I lost money on Bitcoin … is that tax-deductible?”
Cryptocurrency losses tax-deductible? Learn if you can write off Bitcoin investments gone wrong. Side Hustle School Ep. 2094.
- Q&A: “I’m starting home improvement classes, with a twist…”
Online home improvement classes with a niche twist—how to market micro-lessons and attract paying students. Side Hustle School Ep. 2093.
- Q&A: “How much income should I reinvest in my business?”
How much of your business profits should you reinvest vs. take as income? Strategy for $2800/month side hustles. Side Hustle School Ep. 2090.
- Q&A: ”Is it more important to be knowledgeable or relatable?”
Knowledge or relatability for Instagram growth? Learn which matters more for building a monetized following. Side Hustle School Ep. 2087.
- Q&A: “Can I get paid to teach people to play video games?”
Can a skilled gamer monetize gaming knowledge without eSports? How to turn 20 years of gaming into $2800/month. Side Hustle School Ep. 2086.
- Q&A: “What kinds of guides or reports sell the best?”
What kinds of guides and reports sell best online? Learn which formats earn $2800/month or more. Side Hustle School Ep. 2083.
- Q&A: "I made a bet to start a business in one day…"
A listener made a bet with a friend that they can start a business and get at least one paying customer in a single day. Let’s take that bet and see… Side...
- Q&A: “How does move-to-earn work—is this real?”
Move-to-earn apps like StepN: can you really earn $2800/month walking? Listener Q&A update. Side Hustle School Ep. 2079.
- Q&A: “One-page business plan: what is the essential info?”
What essential info belongs in a one-page business plan? Learn what really matters when condensing your business strategy. Side Hustle School Ep. 2076.
- Q&A: “How can I compete with unfair Etsy sellers?”
How Etsy sellers compete with mass manufacturers breaking handmade rules. Strategies to fight unfair competition. Side Hustle School Ep. 2073.
- Q&A: “How to best use a time of unemployment?”
Today’s caller faces a big decision: during a time of unemployment, does she stretch her side hustle into a career, or go back to traditional… Side Hustle...
- Q&A: “Too many coaches! I know I need to ‘choose a niche,’ but how?”
Life coach wants to specialize but unsure how. Learn niche selection strategies to stand out and attract clients consistently. Side Hustle School Ep. 2069.
- Q&A: “How do you forecast earnings for a side hustle?”
How to forecast earnings for a new side hustle when you have no customer data yet. Learn the back-of-the-napkin method. Side Hustle School Ep. 2066.
- Q&A: “They asked for a refund after three hours of coaching…”
Handling refund requests as a new coach earning $2,800/month. Should you change your "money back guarantee" policy? Side Hustle School Ep. 2065.
- Q&A: “Can I sell the same thing with two business names?”
Can you sell the same products under two brand names? Ethics and strategy of multi-brand selling. Side Hustle School Ep. 2062.
- Q&A: “Amazon Prime Day, but for side hustlers…”
Should smaller sellers run their own Prime Day sale or piggyback on Amazon's? Timing strategies for $2,800/month sellers. Side Hustle School Ep. 2059.
- Q&A: “How do I transition from Etsy to Shopify?”
Move your Etsy store to Shopify: transition strategy, avoiding decision fatigue, and why it's worth the switch. Side Hustle School Ep. 2058.
- Q&A: “I sold more by raising my prices—is that wrong??”
Pricing strategy question: Should you raise prices then discount them? How perception drives sales. Side Hustle School Ep. 2055.
- Q&A: “How to market audio services to Christian filmmakers?”
How to market audio engineering to Christian filmmakers. Finding niche clients through Facebook groups. Side Hustle School Ep. 2052.
- Q&A: “How do creators get paid?”
How creators get paid: courses, affiliate sales, sponsorships, and more. Learn which revenue streams are most profitable. Side Hustle School Ep. 2051.
- Q&A: “What are the best niches for affiliate programs?”
Which affiliate niches are most profitable? Learn which topics earn $4,000/month and what makes them work. Side Hustle School Ep. 2048.
- Q&A: “Can I have a career of side hustles?”
Can you build a career from multiple side hustles instead of one? What to know before going all-in. Side Hustle School Ep. 2045.
- Q&A: “Help! The topic I chose is no longer relevant”
What to do when your side hustle topic loses relevance—and how to pivot without starting over. Side Hustle School Ep. 2044.
- Q&A: “If you had to start over, how would you grow a blog?”
How would you grow a blog from scratch today? Chris shares modern blogging strategies that earn $6,000/month. Side Hustle School Ep. 2041.