TMBA444: When Should I Hire?

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Dan and Ian are back this week to respond to another listener question.

Chris Cage from recently reached out to us with a problem that many listeners of this show have been struggling with: when is it the right time to hire somebody?

This is a moment in the entrepreneurial journey that every entrepreneur will eventually reach, and it isn’t always easy to make the right decision. Hiring can be expensive, from both a financial perspective and an emotional one.

Fortunately, Dan and Ian have a rich history of hiring experiences, both good and bad. On today’s show, they will be opening up about the mistakes they’ve made, as well as the successes they have had when bringing people on to their team.


Listen to this week’s show and learn:

  • The two most common traps that come when hiring your first employees. (5:01)
  • Whether you should hire full-time or part-time. (18:40)
  • Where you can go to hire the right people for your business. (23:52)
  • How to make sure you are hiring the right person. (27:10)
  • Some special bonus content from the TropicalMBA archives. (40:56)

Mentioned in the episode:

This week’s sponsor:

This week’s episode is brought to you by Weebly. Don’t let the lack of a big budget or technology skills get in the way of having not only a beautiful website, but a powerful one. If you’ve got a product idea and you want to share it with the world, check out As a special offer to listeners of this show, you can visit to get 15% off your first purchase.

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Thanks for listening to our show! We’ll be back next Thursday morning 8AM EST. Cheers, Dan & Ian