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“Should You Work with Family?”

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“Should You Work with Family?”

Hush Money podcast

I Heart Radio,

5 min read
2 take-aways
Audio & text

What's inside?

You may love your family, but does that mean you should hire them?

Editorial Rating



  • Applicable
  • Concrete Examples
  • Engaging


When a listener contacted Hush Money podcast with an intractable business problem involving profit losses and sibling co-workers, Hush Money co-hosts Jason Feifer – editor of Entrepreneur Magazine – and Nicole Lapin – of Boss Bitch and Rich Bitch fame – have opposing opinions. Jason suggests that firing family members would put the personal relationships at risk. Nicole says business should come first. The two ask fashion designer Rebecca Minkoff for her take, and a discussion about business, relationships, and business relationships ensues. Anyone who’s ever considered hiring a family member should take note.


Hiring a friend or family member may pose a conundrum when the business flounders.

Mike Brown’s business in the oil and gas industry began making eight figures within two years of opening. As the success allowed him to expand his team, he decided to hire his brothers. However, his business has been struggling, and his business partner believes the company can’t afford to continue paying Brown’s brothers. But Brown feels responsible for luring his brothers away from their previous jobs, and isn’t sure he can let them go.

When Brown decided to hire his brothers, he was melding a personal decision with a business decision. Since Brown had personal reasons for hiring his brothers, basing the...

About the Podcast

In each episode of the Hush Money podcast, co-hosts Nicole Lapin and Jason Feifer debate a taboo or awkward situation where money affects lives, relationships and careers. After a debate, a guest judge decides who’s right. Lapin is a businesswoman and TV anchor and the author of Rich Bitch, Boss Bitch and Becoming Super Woman. Feifer is the editor-in-chief of Entrepreneur magazine. This episode’s guest judge, Rebecca Minkoff, runs the Rebecca Minkoff fashion company with her brother.

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