Should You Work With Your Friends？ with my friend Will Guidara ｜ A Bit of Optimism Podcast

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May 11, 2025

Should You Work With Your Friends？ with my friend Will Guidara ｜ A Bit of Optimism Podcast A Bit of Optimism Podcast They say business and pleasure don’t mix. But what about business and friends? My dear friend Will Guidara is the perfect person to dive into this question because we're actively trying to get into business together. And, let's just say, it requires a lot of effort. In addition to being someone I love, Will is a renowned restaurateur, known for owning and operating Eleven Madison Park, once named the best restaurant in the world. He’s also the author of the brilliant book "Unreasonable Hospitality" and a co-producer of the FX television series "The Bear". Will and I have worked together before, so I was excited to chat with him about turning friends into colleagues, the reality of friendship breakups at work, and why sometimes showing respect means we have to change the way we treat a friend. This…is A Bit of Optimism For more on Will and his work, check out: https://www.unreasonablehospitality.com/ https://simonsinek.com/product/the-ar... ⏰ Timestamps 0:00 An intro to Will 1:18 Guy friends who say "I love you" 3:28 Why Will left the restaurant business 8:20 Is it healthy to do business with friends? 11:51 The importance of brutal honesty 15:35 Who we are in public vs. who we are in private 22:51 What people don't understand about friendship breakups 27:01 Why we get away with being bad friends 33:13 What happens when friends become colleagues? 41:24 Respect is key to mixing friendship and business 49:15 Where courage comes from + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + Website: http://simonsinek.com/ Live Online Classes: https://simonsinek.com/classes/ Podcast: http://apple.co/simonsinek Instagram: / simonsinek Linkedin: / simonsinek Twitter: / simonsinek Facebook: / simonsinek Simon’s books: The Infinite Game: https://simonsinek.com/books/the-infi... Start With Why: https://simonsinek.com/books/start-wi... Find Your Why: https://simonsinek.com/books/find-you... Leaders Eat Last: https://simonsinek.com/books/leaders-... Together is Better: https://simonsinek.com/books/together... + + #SimonSinek