Fear of Selling, Protecting Ideas, Podcasting and More: 20 Questions with Nick

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It’s time to dive into the ol’ listener mailbag and answer a few questions in this week’s edition of The Side Hustle Show.

I’ve had quite a few interesting questions come in since the last Q&A episode, and picked 20 to talk through in today’s show.

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Like this format?

This is the 11th installment of “20 Questions” so feel free to go back and binge on the older ones too:

Suggested Playlist: 20 Questions with Nick

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A common piece of advice you’ll hear is to take audience questions and turn them into content, so here’s a meta example of that in action.

This episode covers overcoming the fear of selling, combatting shiny object syndrome, passive income motivation, podcasting, protecting your ideas, and more.


The Questions

  1. How do you get over the fear of asking someone to buy your service or product? (1:42)
  2. Should I gain a skill to start a side hustle or just jump on some ones that have little barrier to entry? (3:45)
  3. How do you combat shiny object syndrome? (5:14)
  4. Do you have to have an established site to qualify for affiliate programs? (6:52)
  5. I’m thinking of expanding the focus of my website. Should I rebrand? (7:59)
  6. Are there tasks too small for virtual assistants? (9:32)
  7. What are your thoughts about leaving a side hustle as a “hustle” instead of a business? (10:08)
  8. Can you send it to me in French? (10:58)
  9. What low startup cost businesses can a 14 year old do? (12:07)
  10. Is there a service you would recommend for monetizing newsletters through sponsorships? (13:55)
  11. What are the top three things you would do to monetize a (new) podcast? (17:21)
  12. What’s the hardest part about hosting a podcast? (18:59)
  13. How do block days work if there’s a conflict between your schedule and someone you’re trying to meet with? (20:17)
  14. What’s your take on the best length of time for a podcast? (21:26)
  15. How do I transition from my full-time career to my side hustle? (22:44)
  16. I have a idea that if shared with anyone or investors could be easily stolen. How do I protect it? (25:04)
  17. I just made my first $5 in passive income! How can I keep this newfound motivation alive? (27:51)
  18. I’m finding it difficult to grow my Facebook page. Any ideas or advice? (29:29)
  19. How would you go about getting your first freelance clients? (30:37)
  20. What makes a good KPI? (33:02)

Links and Resources

Thanks so much for tuning in!

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Nick Loper

About the Author

Nick Loper is a side hustle expert who loves helping people earn more money and start businesses they care about. He hosts the award-winning Side Hustle Show, where he's interviewed over 500 successful entrepreneurs, and is the bestselling author of Buy Buttons, The Side Hustle, and $1,000 100 Ways.

His work has been featured in The New York Times, Entrepreneur, Forbes, TIME, Newsweek, Business Insider, MSN, Yahoo Finance, The Los Angeles Times, The San Francisco Chronicle, The Financial Times, Bankrate, Hubspot, Ahrefs, Shopify, Investopedia, VICE, Vox, Mashable, ChooseFI, Bigger Pockets, The Penny Hoarder, GoBankingRates, and more.

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