27: Outsourcing for Side Hustlers

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In Episode 27 of The Side Hustle Show, Jonathan Shank and I geek out over outsourcing, microsourcing, and crowdsourcing for side hustlers. This is an action-packed episode with some high-value takeaways for everyone looking to get started with outsourcing.

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  • Why side hustlers should consider outsourcing.
  • Outsourcing as an investment in the business, rather than a cost.
  • The broad range of jobs other people can do for your.
  • Jonathan’s A.P.P.L.E. method of outsourcing.
  • How to craft your job description to set yourself up for success.
  • How to screen the candidates, and when you might consider someone with limited feedback ratings.
  • Why “grade inflation” is inherent on Elance and oDesk and the red flags to look for.
  • Why you should “do it yourself” first (if possible) before hiring someone else.
  • One smart strategy that I screwed up on during my outsourced writing project.
  • The websites, tools, and resources to leverage your time and money to make something happen.


Be sure to check out Jonathan at Facebook.com/TheOutsourceGuy and YourFirstVirtualAssistant.com (no longer active). If you have any questions or comments about outsourcing, virtual assistants, or our conversation in general, please drop a note in the comments below.

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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, Hubspot, Ahrefs, Shopify, Investopedia, VICE, Vox, Mashable, ChooseFI, The Penny Hoarder, GoBankingRates, and more.

4 thoughts on “27: Outsourcing for Side Hustlers”

  1. Really enjoyed this conversation. I had the pleasure of talking with Jonathan before Pat Flynn’s meet up in Las Vegas during the last NMX.

  2. Interesting podcast, thanks! The grade inflation is a real struggle. I think it’s a buyer’s responsibility to leave meaningful feedback if you used that to make your own decision. Good job doesn’t cut it. I think if there’s an issue with the quality provider’s work, you have to indicate that in your feedback. There is a way to be clear but leave the door open so it doesn’t kill the provider’s business.

    Fiverr has changed a lot in the last year, what with the addition of custom gigs and the addition of their processing fees. It’s still good for quick projects that are low risk.


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