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Be sure to check out Jonathan at Facebook.com/TheOutsourceGuy and YourFirstVirtualAssistant.com (no longer active).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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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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