11: How to Start, Grow, and Sell a Membership Website in a Competitive Space, with Jason Pliml

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In Episode 11 of The Side Hustle Show, I sit down with Jason Pliml, the founder of MockDraftCentral.com. We discuss building a web application business as a side hustle, even in an ultra-competitive area like sports, and what he would do differently if he had to start all over.

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We cover:

  • The importance of idea validation (and the costly assumption that provided that lesson).
  • Building a business based on what you love to do for fun.
  • Picking a topic that’s debatable and that other people are passionate about.
  • How being nimble allows you to take on bigger and better-funded competitors.
  • The strategy Jason used get new users on the site.
  • How to test different pricing levels.
  • How to avoid scope creep.
  • The 6-month ROI rule for new features. <– love this!
  • Making the transition from working in your business to working on your business.
  • Where to look for buyers for your business when the time comes.
  • Jason’s #1 tip for side hustle entrepreneurs.

Mentioned in this episode:

Want to learn more about Jason? Leave a question here or check him out on LinkedIn or Twitter.

4 thoughts on “11: How to Start, Grow, and Sell a Membership Website in a Competitive Space, with Jason Pliml”

  1. Informative. I’ve recently read ‘running lean’ by Maurya and it has a few great chapters speaking to the same points that Jason mentions – specifically it talks about how to reach out to customers to shape your product. Worth a read for those who want specific action steps that are needed to make the process go smoothly.

  2. Hey Nick, thanks a bunch for getting this out. I really got a lot from the discussion on building a feature ‘trickle down’ for the freemium model. I’ll be keeping this in mind as I’m considering a membership site of my own. Thanks again man!

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