Be cautious of starting a business with a friend, as it may lead to resentment.

Be cautious of starting a business with a friend, as it may lead to resentment.
Be cautious of starting a business with a friend, as it may lead to resentment.

In a recent episode of his widely listened-to podcast "A Bit of Optimism," Simon Sinek poses the question to restaurateur Will Guidara: "Should you conduct business with your friends or should you keep personal and professional spheres separate?"

Guidara and his co-author are uniquely positioned for the conversation as they are close friends and worked together on Guidara's book "Unreasonable Hospitality: The Remarkable Power of Giving People More Than They Expect."

Sinek and Guidara concur that the solution is largely contingent on the individuals involved. Nevertheless, Sinek identifies one warning sign that could indicate you and a companion should not launch a business together.

"Sinek advised against choosing a multi-millionaire business partner if you have no money, as one of them will be hungry and the other won't. This will lead to a significant difference in the level of commitment they will give to the business, which will ultimately breed resentment."

Salvaging the personal part of a relationship becomes challenging when one starts to resent a friend.

'Don't leave anything up to assumption'

When starting a business with a friend, it's crucial to communicate your availability.

"Sinek emphasized the importance of having similar motivations and clear expectations set early on, stating that this is crucial to avoid making assumptions about the other person's commitment."

If you can only contribute 20% to a venture, you may want to consider working on a project where you are pulling more weight.

"Sinek advised that going into business with friends is possible, but it's crucial to have everything out in the open and avoid leaving anything to assumption."

'You can't stop being friends'

Both Guidara and Sinek believe that unions often fail because individuals struggle to distinguish the professional aspect of their relationship from the personal one.

"Sinek was advised by Guidara that it is impossible to end a friendship relationship and replace it with a professional one. As a result, they now have two separate relationships."

When discussing work problems, it's important to code-switch and switch to a more professional tone, Sinek advised.

In a professional context, you might use a gentler tone or exercise more patience than you would a personal one.

"Sinek believes that people often make a mistake by treating business relationships like friendships and vice versa, leading to confusion because it is the same person involved in both contexts."

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