Uploaded August 2026 | Updated September 2026, 2 weeks ago
To join Movement Makers, DM Evan on Instagram at instagram.com/evancarmichael
In this segment of the Matt and Monica Podcast, Evan Carmichael is asked which guests he would most want to sit down with if he could choose anyone. He names three people he has never interviewed: Kanye West, Oprah Winfrey, and Howard Schultz. Evan points out that despite their massive success, neither Kanye nor Oprah has ever done a true entrepreneur interview, something he finds remarkable given how much they could teach founders and creators. He is clear that his interest is not about controversy or headlines, but about drawing out lessons that could genuinely help the entrepreneurial community.
The conversation shifts into one of the harder moments of Evan's own story, a decision he made at nineteen years old. He had to choose between a six figure investment banking job straight out of school or staying on as a thirty percent owner of a company making only three hundred dollars a month. He explains that he chose the harder, less certain path because he would rather know and fail than spend his life wondering what could have happened. That single decision, made while still scared, became a defining moment that shaped how he approaches risk to this day.
Evan also opens up about a physical low point during a 2019 tour that took him through twenty three cities in ninety days. Two thirds of the way through, he broke his neck and ended up in the hospital with a concussion the same day as an event in Denver. Despite pressure from his agent and his wife to go home, he made the decision to keep going and completed the remaining stops on the tour while wearing a neck brace. He explains his personal test for moments like this: asking himself whether he is proud of the reason he would choose to stop.
That same standard, being proud of the reason why, comes up again when Evan describes the one time in over a decade of daily filming that he did not show up on camera. It happened the day his family dog passed away after a battle with cancer, and he told his team plainly that he could not film that day. He contrasts that with pushing through a concussion and a broken neck, explaining that the difference was not toughness but whether he could stand behind the reason for stopping. It is a clear, honest framework for knowing when to push forward and when it is genuinely okay to pause.
Evan closes the segment by connecting this idea to how people handle public criticism and setbacks in general. He references a moment where a guest tore into him and Matt and Monica's early work, and argues that sharing that kind of moment can be more inspiring than pretending everything has always gone smoothly. Most people quit the moment they face real criticism, but showing the full journey, mistakes included, gives others permission to keep going after their own hard moments. It is a message about resilience that values honesty over a polished highlight reel.
#Motivation #Shorts #EvanCarmichael
To join Movement Makers, DM Evan on Instagram at instagram.com/evancarmichael
In this segment of the Matt and Monica Podcast, Evan Carmichael is asked which guests he would most want to sit down with if he could choose anyone. He names three people he has never interviewed: Kanye West, Oprah Winfrey, and Howard Schultz. Evan points out that despite their massive success, neither Kanye nor Oprah has ever done a true entrepreneur interview, something he finds remarkable given how much they could teach founders and creators. He is clear that his interest is not about controversy or headlines, but about drawing out lessons that could genuinely help the entrepreneurial community.
The conversation shifts into one of the harder moments of Evan's own story, a decision he made at nineteen years old. He had to choose between a six figure investment banking job straight out of school or staying on as a thirty percent owner of a company making only three hundred dollars a month. He explains that he chose the harder, less certain path because he would rather know and fail than spend his life wondering what could have happened. That single decision, made while still scared, became a defining moment that shaped how he approaches risk to this day.
Evan also opens up about a physical low point during a 2019 tour that took him through twenty three cities in ninety days. Two thirds of the way through, he broke his neck and ended up in the hospital with a concussion the same day as an event in Denver. Despite pressure from his agent and his wife to go home, he made the decision to keep going and completed the remaining stops on the tour while wearing a neck brace. He explains his personal test for moments like this: asking himself whether he is proud of the reason he would choose to stop.
That same standard, being proud of the reason why, comes up again when Evan describes the one time in over a decade of daily filming that he did not show up on camera. It happened the day his family dog passed away after a battle with cancer, and he told his team plainly that he could not film that day. He contrasts that with pushing through a concussion and a broken neck, explaining that the difference was not toughness but whether he could stand behind the reason for stopping. It is a clear, honest framework for knowing when to push forward and when it is genuinely okay to pause.
Evan closes the segment by connecting this idea to how people handle public criticism and setbacks in general. He references a moment where a guest tore into him and Matt and Monica's early work, and argues that sharing that kind of moment can be more inspiring than pretending everything has always gone smoothly. Most people quit the moment they face real criticism, but showing the full journey, mistakes included, gives others permission to keep going after their own hard moments. It is a message about resilience that values honesty over a polished highlight reel.
#Motivation #Shorts #EvanCarmichael
