Episode Series · 1121 episodes

Q&A Episodes

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  1. Ep. 2405 Aug 2, 2023
    Q&A: “Career coaching, live from Tokyo…”

    How a Tokyo career counselor can build an online coaching business for overseas students using 15 years of experience. Side Hustle School Ep. 2405.

  2. Ep. 2404 Aug 1, 2023
    Q&A: “Help, I only have $100 to spend!”

    Starting a side hustle with only $100: what's actually possible for a single mom on a tight budget. Side Hustle School Ep. 2404.

  3. Ep. 2402 Jul 30, 2023
    Q&A: “How does a gadget reviewer expand his platform?”

    How a gadget reviewer expands beyond YouTube to reach new audiences across multiple platforms. Side Hustle School Ep. 2402.

  4. Ep. 2401 Jul 29, 2023
    Q&A: “Am I too late to the side hustle party?”

    Can you start a side hustle when you think you're too late? How to overcome the fear that time has passed you by. Side Hustle School Ep. 2401.

  5. Ep. 2398 Jul 26, 2023
    Q&A: “Starting out in real estate in San Francisco…”

    Finding underpriced properties and cutting renovation costs in San Francisco real estate. Advice for aspiring house flippers. Side Hustle School Ep. 2398.

  6. Ep. 2397 Jul 25, 2023
    Q&A: “I’m ready to make an app! Uh, what should it be?”

    How to find your first app idea as a software developer. Strategies for identifying a viable side hustle concept. Side Hustle School Ep. 2397.

  7. Ep. 2395 Jul 23, 2023
    Q&A: “SEO consulting for small businesses…”

    How to pitch SEO consulting services to local businesses. Positioning expertise in local search ranking. Side Hustle School Ep. 2395.

  8. Ep. 2394 Jul 22, 2023
    Q&A: “Should I become a financial advisor for healthcare workers?”

    Can a data analyst build a financial advisory side hustle for healthcare workers? Learn how to leverage dual expertise. Side Hustle School Ep. 2394.

  9. Ep. 2391 Jul 19, 2023
    Q&A: “How to sell a ‘Democracy in Action’ program?”

    How to package and sell a Democracy in Action civic engagement subscription. Teresa weighs format options. Side Hustle School Ep. 2391.

  10. Ep. 2390 Jul 18, 2023
    Q&A: “Can I tell someone else’s story on my podcast?”

    Can you legally tell a public figure's story on your podcast without permission? Legal and ethical guidance for storytellers. Side Hustle School Ep. 2390.

  11. Ep. 2388 Jul 16, 2023
    Q&A: “What should I sell on Fiverr?”

    Choosing profitable Fiverr services as a digital nomad with multiple skills. Specialization strategy for freelance success. Side Hustle School Ep. 2388.

  12. Ep. 2387 Jul 15, 2023
    Q&A: “It’s hard to compete with bigger firms!”

    How freelance graphic designers can compete with larger firms and stand out in a saturated market. Side Hustle School Ep. 2387.

  13. Ep. 2384 Jul 12, 2023
    Q&A: “How to use the Pomodoro method in my side hustle?”

    How to apply the Pomodoro Technique to hands-on side hustles like custom jewelry making. Practical time management strategies. Side Hustle School Ep. 2384.

  14. Ep. 2383 Jul 11, 2023
    Q&A: “Need help attracting first clients…”

    How a coach for Etsy and Shopify sellers attracts first clients beyond friends and family. Side Hustle School Ep. 2383.

  15. Ep. 2381 Jul 9, 2023
    Q&A: “Should I build a website for my freelance coding hustle?”

    Website strategy for freelance coders: do you need one, and how to build it effectively. Side Hustle School Ep. 2381.

  16. Ep. 2380 Jul 8, 2023
    Q&A: “How do I pinpoint the right side hustle idea?”

    How to choose a side hustle that matches your skills and passions. Matching marketing expertise with personal interests. Side Hustle School Ep. 2380.

  17. Ep. 2377 Jul 5, 2023
    Q&A: “Can I create a fictional character for Cameo shoutouts?”

    Can you sell Cameo shoutouts as a fictional character? How one entertainer plans to build a unique persona. Side Hustle School Ep. 2377.

  18. Ep. 2376 Jul 4, 2023
    Q&A: “OpenTable isn’t good, how can we do better?”

    How can restaurants get a better reservation platform than OpenTable? Side Hustle School Ep. 2376.

  19. Ep. 2374 Jul 2, 2023
    Q&A: “Can you grow a side hustle using Reddit?”

    How to grow a business using Reddit: strategies for building authority in niche communities. Side Hustle School Ep. 2374.

  20. Ep. 2373 Jul 1, 2023
    Q&A: “Should I feel bad about side hustling at work?”

    Is it ethical to work on your side hustle during your day job? A freelance graphic designer grapples with guilt. Side Hustle School Ep. 2373.

  21. Ep. 2370 Jun 28, 2023
    Q&A: “What are some mediums besides blogs, podcasts, and YouTube?”

    Alternative content mediums beyond blogs, podcasts, and YouTube for reaching audiences. Side Hustle School Ep. 2370.

  22. Ep. 2369 Jun 27, 2023
    Q&A: “Separating business and personal expenses…”

    How to separate personal and business finances as a side hustler. Tax tips and registration advice for new entrepreneurs. Side Hustle School Ep. 2369.

  23. Ep. 2367 Jun 25, 2023
    Q&A: “Designing tiny homes for vacation rentals…”

    Sustainable tiny homes for vacation rentals: how an Israeli architect can design eco-friendly properties for guests. Side Hustle School Ep. 2367.

  24. Ep. 2366 Jun 24, 2023
    Q&A: “Why don’t you self-publish your books?”

    Why choose traditional publishing over self-publishing for your book? Comparing paths to get your work published. Side Hustle School Ep. 2366.

  25. Ep. 2363 Jun 21, 2023
    Q&A: “Should I hire celebrities on Cameo to shoutout my cookie hustle?”

    Should celebrity shoutouts on Cameo help grow a home-based cookie business? Weighing the marketing strategy's ROI. Side Hustle School Ep. 2363.

  26. Ep. 2362 Jun 20, 2023
    Q&A: “Pickleball tournament for fun and profit…”

    How to monetize a pickleball tournament in Santa Monica while building community. Side Hustle School Ep. 2362.

  27. Ep. 2360 Jun 18, 2023
    Q&A: “Daily Painting for a Year…”

    How a Santa Fe watercolor artist plans to monetize daily paintings—one canvas every day for a year. Side Hustle School Ep. 2360.

  28. Ep. 2359 Jun 17, 2023
    Q&A: “Using LinkedIn to grow a voiceover biz…”

    LinkedIn strategies for voiceover artists: optimize your profile, connect with industry pros, and land gigs. Side Hustle School Ep. 2359.

  29. Ep. 2356 Jun 14, 2023
    Q&A: “How should I handle freelance contracts?”

    How should freelance writers handle client contracts? Learn what terms to include, manage revisions, and protect your rights. Side Hustle School Ep. 2356.

  30. Ep. 2355 Jun 13, 2023
    Q&A: “I’m a seamstress with an interest in historical fashion…”

    How to start a period costume rental business as a seamstress. Chicago crafter's strategy for inventory and pricing. Side Hustle School Ep. 2355.

  31. Ep. 2353 Jun 11, 2023
    Q&A: “Social ads for event planning…”

    Social media ads for event planning: budget, targeting, and ad design strategy. Side Hustle School Ep. 2353.

  32. Ep. 2352 Jun 10, 2023
    Q&A: “Promoting affiliate brands on my travel blog…”

    How to promote affiliate brands authentically on your travel blog without losing reader trust. Side Hustle School Ep. 2352.

  33. Ep. 2349 Jun 7, 2023
    Q&A: “How does a dog trainer start selling dog toys?”

    Dog trainer wants to sell custom eco-friendly dog toys. How to leverage training expertise into a profitable product business. Side Hustle School Ep. 2349.

  34. Ep. 2348 Jun 6, 2023
    Q&A: “I feel overwhelmed by Shopify…”

    Feeling overwhelmed by Shopify? Learn how to simplify your store setup, improve SEO, and understand analytics. Side Hustle School Ep. 2348.

  35. Ep. 2346 Jun 4, 2023
    Q&A: “I have so many exciting ideas!”

    How to choose between multiple side hustle ideas when you're excited about all of them. Side Hustle School Ep. 2346.

  36. Ep. 2345 Jun 3, 2023
    Q&A: “Navigating regulations for selling herbal remedies…”

    Selling herbal teas and tinctures? Learn how to navigate FDA regulations, ensure product quality, and market safely. Side Hustle School Ep. 2345.

  37. Ep. 2342 May 31, 2023
    Q&A: “How can I host a yoga and wellness retreat?”

    How can a yoga instructor host wellness retreats? Planning, partnerships, and audience strategy. Side Hustle School Ep. 2342.

  38. Ep. 2341 May 30, 2023
    Q&A: “There’s no money in personal training…”

    Scaling personal training beyond one-on-one sessions: moving to online group classes and digital products. Side Hustle School Ep. 2341.

  39. Ep. 2339 May 28, 2023
    Q&A: “How to offer content strategy services…?”

    Transitioning from freelance copywriting to content strategy. Rebrand and attract clients. Side Hustle School Ep. 2339.

  40. Ep. 2338 May 27, 2023
    Q&A: “Selling tote bags, but need to raise prices…”

    Pricing strategy for eco-friendly tote bags: when to raise prices as costs increase. Side Hustle School Ep. 2338.

  41. Ep. 2335 May 24, 2023
    Q&A: “I sell pet bandanas. How can I reach pet influencers on Instagram?”

    Reaching pet influencers on Instagram for your handmade pet bandana business. Strategies that actually get responses. Side Hustle School Ep. 2335.

  42. Ep. 2334 May 23, 2023
    Q&A: “Going from weddings to corporate photography…”

    Transitioning wedding photography to corporate events and product work. How to expand your services and maintain income. Side Hustle School Ep. 2334.

  43. Ep. 2332 May 21, 2023
    Q&A: “I’m adding a subscription box for soaps…”

    Handmade soap seller considers adding a monthly subscription box—advice on standing out and managing logistics. Side Hustle School Ep. 2332.

  44. Ep. 2331 May 20, 2023
    Q&A: “Cost-effective marketing strategies?”

    How to market your side hustle affordably. Practical, budget-friendly strategies that work. Side Hustle School Ep. 2331.

  45. Ep. 2328 May 17, 2023
    Q&A: “Voiceover artist offers voiceover coaching…”

    Voiceover coaching: How to create a curriculum and market to aspiring voice actors. Side Hustle School Ep. 2328.

  46. Ep. 2327 May 16, 2023
    Q&A: “Reaching the right audience with digital prints…”

    How to reach the right audience selling digital art prints online. Targeted marketing strategies and product expansion tips. Side Hustle School Ep. 2327.

  47. Ep. 2325 May 14, 2023
    Q&A: “I’m looking to leverage my existing skills…”

    How graphic designers and marketers can leverage skills into a fulfilling side hustle. Side Hustle School Ep. 2325.

  48. Ep. 2324 May 13, 2023
    Q&A: “I want to offer home staging services…”

    Home staging services: Building a portfolio and landing real estate agent partnerships in Vancouver. Side Hustle School Ep. 2324.

  49. Ep. 2321 May 10, 2023
    Q&A: “I’m a language tutor… and I need more students!”

    Language tutor in Boston struggles to fill her schedule—what marketing strategies work better than social media? Side Hustle School Ep. 2321.

  50. Ep. 2320 May 9, 2023
    Q&A: “Handmade pottery sales have plateaued…”

    How to break through a pottery sales plateau on Etsy. Strategies for marketing handmade goods and reaching more customers. Side Hustle School Ep. 2320.

  51. Ep. 2318 May 7, 2023
    Q&A: “How can I make eco-friendly surfboard wax??”

    How to make eco-friendly surfboard wax from natural ingredients. Sourcing materials and selling to local shops. Side Hustle School Ep. 2318.

  52. Ep. 2317 May 6, 2023
    Q&A: “Building a network as an introvert…”

    Building a network as an introvert for your side hustle. Networking strategies that don't require conferences or large events. Side Hustle School Ep. 2317.

  53. Ep. 2314 May 3, 2023
    Q&A: “I’m a personal chef in New York City…”

    Plant-based cooking classes in NYC: how to attract health-conscious clients with engaging lessons. Side Hustle School Ep. 2314.

  54. Ep. 2313 May 2, 2023
    Q&A: “Structuring a freelance writing program…”

    Structuring a freelance writing coaching program in an AI-driven market. How to price and differentiate your services. Side Hustle School Ep. 2313.

  55. Ep. 2311 Apr 30, 2023
    Q&A: “Struggling to balance day job, family, and online boutique…”

    How to balance a day job, family, and online jewelry boutique. Three tips for outsourcing and automating. Side Hustle School Ep. 2311.

  56. Ep. 2310 Apr 29, 2023
    Q&A: “How can I start a personal shopping business?”

    Personal shopping business marketing strategies and how to stand out from competitors. Side Hustle School Ep. 2310.

  57. Ep. 2307 Apr 26, 2023
    Q&A: “I want to do audio production for podcasts…”

    Podcast production business: how to find clients and price services as an audio producer. Side Hustle School Ep. 2307.

  58. Ep. 2306 Apr 25, 2023
    Q&A: “I’m building a grocery-shopping app…”

    Funding a grocery app as a first-time entrepreneur. Investor pitching and bootstrapping strategies. Side Hustle School Ep. 2306.

  59. Ep. 2304 Apr 23, 2023
    Q&A: “Sell more from my organic farm…”

    How an organic farm can expand beyond farmers' markets to grow customer base and revenue. Side Hustle School Ep. 2304.

  60. Ep. 2303 Apr 22, 2023
    Q&A: “I’m an accountant—how do I specialize??”

    Should an accountant specialize in a niche or stay broad? How to grow without alienating current clients. Side Hustle School Ep. 2303.

  61. Ep. 2300 Apr 19, 2023
    Q&A: “When’s the right time to scale up?”

    When should you quit your job for your freelance web design side hustle? Learn key timing factors. Side Hustle School Ep. 2300.

  62. Ep. 2299 Apr 18, 2023
    Q&A: “3D-printed prosthetics for marine animals…”

    Can you build a market for 3D-printed prosthetics for marine animals? Funding and customers. Side Hustle School Ep. 2299.

  63. Ep. 2297 Apr 16, 2023
    Q&A: “How can I market my online yoga course?”

    How to market an online yoga course against free content. Strategies for expanding beyond your local studio. Side Hustle School Ep. 2297.

  64. Ep. 2296 Apr 15, 2023
    Q&A: “Looking for low-risk, high-reward side hustles…”

    Low-risk side hustles for single moms working from home with minimal investment. Which ideas work best? Side Hustle School Ep. 2296.

  65. Ep. 2293 Apr 12, 2023
    Q&A: “It’s hard to separate work from personal life…”

    How to maintain work-life balance as a freelancer and stay motivated working from home. Practical tips to avoid burnout. Side Hustle School Ep. 2293.

  66. Ep. 2292 Apr 11, 2023
    Q&A: “Makin’ a dog walkin’ app…”

    Building a dog walking app: monetization strategies and user acquisition tactics. Side Hustle School Ep. 2292.

  67. Ep. 2290 Apr 9, 2023
    Q&A: “A social network to connect seniors with volunteers…”

    Social network connecting seniors with volunteer companions: how to attract both groups and handle online safety concerns. Side Hustle School Ep. 2290.

  68. Ep. 2289 Apr 8, 2023
    Q&A: “Bakin’ cupcakes for fun and money…”

    How a baker turns a home cupcake hobby into paid income: legal steps, marketing tips, and startup advice. Side Hustle School Ep. 2289.

  69. Ep. 2286 Apr 5, 2023
    Q&A: “Introducing the plant-based diet for pets…”

    Plant-based pet food delivery service: Starting logistics for a sustainable pet nutrition business. Side Hustle School Ep. 2286.

  70. Ep. 2285 Apr 4, 2023
    Q&A: “An outdoor adventure and survival training school…”

    Outdoor adventure and survival training for city-dwellers: challenges and startup considerations. Side Hustle School Ep. 2285.

  71. Ep. 2283 Apr 2, 2023
    Q&A: “Staying motivated when life gets hectic…”

    How do you stay motivated when life gets hectic? Three practical tips for side hustlers juggling multiple responsibilities. Side Hustle School Ep. 2283.

  72. Ep. 2282 Apr 1, 2023
    Q&A: “An AI-powered personal shopping service…”

    How to start an AI-powered personal shopping service with fashion skills. Tips for launching a tech venture. Side Hustle School Ep. 2282.

  73. Ep. 2279 Mar 29, 2023
    Q&A: “I’d like to offer Virtual Reality therapy…”

    Virtual reality therapy startup: how to market exposure therapy with VR technology. Licensing and target market strategy. Side Hustle School Ep. 2279.

  74. Ep. 2278 Mar 28, 2023
    Q&A: “Tips for handling customer service and support?”

    How to handle customer service without overwhelming your side hustle. Practical tips for managing support while you grow. Side Hustle School Ep. 2278.

  75. Ep. 2276 Mar 26, 2023
    Q&A: “I want to offer Creative Writing Workshops…”

    How to start profitable creative writing workshops as a side hustle. Validate your market and build a unique offering. Side Hustle School Ep. 2276.

  76. Ep. 2275 Mar 25, 2023
    Q&A: “How can a designer stand out in a crowded market?”

    How web designers can differentiate in a crowded market and attract clients. Advice for standing out from competition. Side Hustle School Ep. 2275.

  77. Ep. 2272 Mar 22, 2023
    Q&A: “How can customer feedback improve my marketing?”

    How to use customer feedback to improve your marketing strategy. Tips for gathering and applying feedback effectively. Side Hustle School Ep. 2272.

  78. Ep. 2271 Mar 21, 2023
    Q&A: “How can I become a sustainability consultant?”

    How to start a sustainability consultancy and reach clients in the environmental business space. Side Hustle School Ep. 2271.

  79. Ep. 2269 Mar 19, 2023
    Q&A: “What are the most effective ways to promote my side hustle?”

    How to promote your reiki practice online and reach clients effectively. Side Hustle School Ep. 2269.

  80. Ep. 2268 Mar 18, 2023
    Q&A: “How do I handle the transition from side hustle to full-time business?”

    How do you transition a side hustle to full-time without losing financial security? Get advice on making the jump safely. Side Hustle School Ep. 2268.

  81. Ep. 2265 Mar 15, 2023
    Q&A: “Planning for a Haunted House in Dallas…”

    How to start a haunted house attraction in Dallas with theater experience. Planning, costs, and logistics for seasonal events. Side Hustle School Ep. 2265.

  82. Ep. 2264 Mar 14, 2023
    Q&A: “Indoor Vertical Farming has a lot of potential…”

    How to start an indoor vertical farming business in big cities. Strategies for getting started and scaling sustainably. Side Hustle School Ep. 2264.

  83. Ep. 2262 Mar 12, 2023
    Q&A: “My dream is to own a Mobile Adventure Park…”

    Starting a mobile adventure park on a low budget. How to launch a unique business idea from scratch. Side Hustle School Ep. 2262.

  84. Ep. 2261 Mar 11, 2023
    Q&A: “How do I choose a legal structure for my side hustle?”

    Legal structure for your side hustle: sole proprietorship, LLC, or S-corp? A web developer from Miami seeks guidance. Side Hustle School Ep. 2261.

  85. Ep. 2258 Mar 8, 2023
    Q&A: “Should I go into business with my best friend?”

    Should you start a design business with your best friend? How to evaluate partnership fit while protecting your relationship. Side Hustle School Ep. 2258.

  86. Ep. 2257 Mar 7, 2023
    Q&A: “An EV car rental side hustle??”

    EV car rental as a side hustle? Sarah examines the viability of sustainable vehicle rentals in Los Angeles. Side Hustle School Ep. 2257.

  87. Ep. 2255 Mar 5, 2023
    Q&A: “A home-based meal delivery service for New York…”

    Home-based meal delivery service in New York: common pitfalls to avoid when starting out. Side Hustle School Ep. 2255.

  88. Ep. 2254 Mar 4, 2023
    Q&A: “I’m starting an Edible Insect Farm…”

    Edible insect farm basics: how to start, find customers, and build a niche agriculture business. Side Hustle School Ep. 2254.

  89. Ep. 2251 Mar 1, 2023
    Q&A: “Mobile photo booths for events and parties…”

    Mobile photo booth business: how to get started, what to plan for, and avoiding common mistakes. Side Hustle School Ep. 2251.

  90. Ep. 2250 Feb 28, 2023
    Q&A: “Can you pay taxes on a credit card to earn cash back?”

    Can you pay taxes with a credit card to earn cash back? What tax pros say about this strategy. Side Hustle School Ep. 2250.

  91. Ep. 2248 Feb 26, 2023
    Q&A: “Managing inventory for digital items…”

    Managing digital product inventory: should you focus on bestsellers or build dozens over time? Side Hustle School Ep. 2248.

  92. Ep. 2247 Feb 25, 2023
    Q&A: “How to become a Medical Billing Advocate?”

    How to become a Medical Billing Advocate and help patients reduce hospital bills. Side Hustle School Ep. 2247.

  93. Ep. 2244 Feb 22, 2023
    Q&A: “I want to become a vintage shopping concierge…”

    Can a vintage shopping concierge service work? Testing feasibility, profit potential, and fit for a retail background. Side Hustle School Ep. 2244.

  94. Ep. 2243 Feb 21, 2023
    Q&A: “Can you set up a Shopify store in just an hour?”

    Can you set up a Shopify store in one hour? Learn what features to prioritize and what to skip. Side Hustle School Ep. 2243.

  95. Ep. 2241 Feb 19, 2023
    Q&A: “Email list hosting gets more and more expensive…”

    How to handle rising email list hosting costs as your subscriber count grows. Side Hustle School Ep. 2241.

  96. Ep. 2240 Feb 18, 2023
    Q&A: “Betting on political markets using Kalshi…”

    How to profit betting on political markets using Kalshi and Polymarket. Tips for coming out ahead. Side Hustle School Ep. 2240.

  97. Ep. 2237 Feb 15, 2023
    Q&A: “Retro Resale” store offers floppy disks and cassette tapes

    Selling floppy disks and cassette tapes online: Is there a market for retro media? Steps to launch a resale store. Side Hustle School Ep. 2237.

  98. Ep. 2236 Feb 14, 2023
    Q&A: “What products are good to sell as a subscription?”

    Physical product subscription ideas: fruit boxes, beauty samples, niche hobby items. What makes recurring revenue models work. Side Hustle School Ep. 2236.

  99. Ep. 2234 Feb 12, 2023
    Q&A: “My website keeps breaking…”

    Website maintenance headaches: broken images, email list failures, hosting issues. How to protect your side hustle. Side Hustle School Ep. 2234.

  100. Ep. 2233 Feb 11, 2023
    Q&A: “Remote personal training from Pakistan…”

    Remote personal training from Pakistan: overcoming distance and pricing perception to attract overseas clients. Side Hustle School Ep. 2233.