The Crazy Ones

The Crazy Ones

Founders, friends and fellow builders Alex Lieberman and Jesse Pujji know what it is to be a founder. The irrational confidence, relentless grind and creative ecstasy needed to build something. In this show, they dole out unfiltered opinions and advice on how to build businesses, and how the current state of the world helps or hurts founders.

Episodes

March 28, 2023 65 min
Episode 35: Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) look at the people behind some of the biggest business conferences today. If Alex and Jesse could start their own conference, what kind would it be and how would they start it. Also, should you avoid or embrace confrontation? Alex and Jesse discuss why confrontation can be beneficial even if it's uncomfortable.  #TheCrazyOnes #Startups #Entrepreneur Listen to...
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Episode 34: Are you spending too much time on things that aren’t really growing your business? Alex Lieberman (@businessbarista) shares his take on the pros and cons of being a scrappy entrepreneur. Some of the common pitfalls every entrepreneur faces are often areas they think are important. Knowing when and how to spend your resources wisely can ensure you’re spending precious time in high leverage areas.  #TheCrazyOnes #Startup...
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Episode 33: Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) do another round of High, Low, Buffalo to catch up. Jesse shares how he’s been able to disrupt his meetings at Kahani to make them much more efficient and effective. Alex talks about his experience purchasing a Rolex watch, which leads him to go down the rabbit hole of the history behind Rolex and how they’ve become a timeless luxury brand.  #TheCrazyOnes #St...
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March 16, 2023 31 min
Episode 32 Founder’s Journal: Alex Lieberman (@businessbarista) shares his experience and tips on how to acquire your first group of customers, whether that be 100 or 1000. First, he talks about the early stages of Morning Brew, going from classroom to classroom to sign people up for the newsletter. This approach is known as the hub & spoke model which he plans on using for The Plunge. Then, he’ll talk about Lenny Rachitsky’s essay...
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Episode 31: (Recorded 03/10/23) Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) react and unpack the news about Silicon Valley Bank and its collapse. Jesse goes into where banks fit in the entire financial ecosystem and how they relate to startups. Then, they go into some of the early lessons learned that could apply to business leaders.  #TheCrazyOnes #Startups #Entrepreneur Listen to The Crazy Ones here: https://lin...
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March 9, 2023 15 min
Episode 30: Let’s face it…most meetings suck. Even when they’re set up with all the best intentions, they often end up being a waste of everyone’s time. So what can be done? Alex Lieberman (@businessbarista) has 7 important lessons to keep your meetings under control. By incorporating these lessons, you’ll know when a meeting is needed or not (Hint: most of the time, it’s not).  #TheCrazyOnes #Startups #Entrepreneur Listen to The ...
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March 7, 2023 53 min
Episode 29: In this episode, Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) catch up to talk about Jesse’s tips on unplugging when going on vacation. Then, the guys get into the incredible story of Sam Zemurray, the billionaire that built his fortunes in the banana business. Lastly, Alex and Jesse analyze Doola, a startup that aims to streamline the legal formation of companies.  Links: Super Heroes Go In For The Plu...
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March 2, 2023 7 min
Episode 28: In this episode, Jesse Pujji (@jspujji) breaks down what a venture studio is, the pros & cons of a venture studio, and examples of successful studios that could be your source of inspiration. Then, Jesse shares what the future could look like for his very own venture studio, Gateway X.  #TheCrazyOnes #Startups #Entrepreneur Listen to The Crazy Ones here: https://link.chtbl.com/OV4W93_W Watch The Crazy Ones here: https:...
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Episode 27: In this episode, Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are sitting down with Isaac Medeiros. He’s the founder of MiniKatana, a product company that is wildly successful because of its…content? That’s right. MiniKatana goes beyond building products. In fact, they see themselves as a media company that creates viral videos attracting 300M views a month. Isaac shares his journey of finally starting a...
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February 23, 2023 16 min
Episode 26: It’s ok, you’re not alone. Today, Alex (@businessbarista) tackles the phenomenon that affects even the most prominent leaders today: imposter syndrome. Whether you’re an executive of a multinational corporation or small business owner, we’ve all dealt with it. Alex is here to share his thoughts on how he’s been able to manage the self-doubt that can creep up from imposter syndrome. Listen to this episode if you’re needi...
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Episode 25: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are discussing how Rihanna built her businesses. From convincing Jay-Z to being a multi-platinum artist to establishing her fashion brand, Fenty Beauty, Rihanna has grown to be one of the most iconic figures today. Then, Jesse and Alex get into how to validate your business ideas, sharing insights and methods to ensure entrepreneurs properly test ...
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Episode 24: In this episode of The Crazy Ones, host Jesse Pujji (@jspujji) is sharing his seven biggest takeaways from launching GrowthAssistant, which celebrated its 2-year anniversary on February 10th. Listen to hear Jesse share some really sage advice on what to keep in mind when starting a new business. #TheCrazyOnes #Startups #Entrepreneur Listen to The Crazy Ones here: https://link.chtbl.com/OV4W93_W Watch The Crazy Ones her...
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Episode 23: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are discussing product-market fit: how to find it, what to do when you don’t have it, and just how much you should actually worry about it. Then, Jesse and Alex jump into a discussion about billionaire Sir Richard Branson and his illustrious entrepreneurial career, his approach to starting new businesses that has made him so successful, and what w...
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February 9, 2023 22 min
Episode 22: In this episode of The Crazy Ones, host Alex Lieberman (@businessbarista) is walking you through why, when, and how to craft the perfect investor update, complete with advice from some very experienced investors. #TheCrazyOnes #Startups #Entrepreneur Listen to The Crazy Ones here: https://link.chtbl.com/OV4W93_W Watch The Crazy Ones here: https://www.youtube.com/@TheCrazyOnesPod  Subscribe to Morning Brew! Sign up for...
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Episode 21: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are getting into all things crowdfunding. Alex has decided to create a Kickstarter campaign for his new business, The Plunge, and is learning a lot in the process—from the secrets behind the most successful Kickstarter campaigns in history, to knowing how and when to pursue crowdfunding. Listen to hear Alex share what he’s learned about crowdfundi...
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Episode 20: In this special bonus episode of The Crazy Ones, host Alex Lieberman (@businessbarista) is telling you everything you need to know about personal knowledge management. That’s right, Alex is breaking down and summarizing what he’s learned in a recent course he took called Building a Second Brain, all about knowledge management and how to make the most effective use of the information you consume.  #TheCrazyOnes #Startup...
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Episode 19: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are breaking down the recent sale of Jesse’s first business, Ampush. From building the company in the early days, to making the decision to sell, to the actual negotiations and the emotional aftermath, Jesse and Alex dig into all of it. #TheCrazyOnes #Startups #Entrepreneur Watch The Crazy Ones here: https://www.youtube.com/@TheCrazyOnesPod  (00...
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Episode 18: Today, host Jesse Pujji (@jspujji) is bringing you a special bonus episode addressing a frequently asked question—how do you run a great team off-site? Listen to hear Jesse break down the fundamentals of running an impactful off-site with your team—from effective preparation, to what types of strategy sessions to hold, to the best team-bonding exercises.  (00:00) - Intro (00:29) - Why you run an off-site (01:24) - How ...
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Episode 17: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are joined by fellow startup entrepreneur Jonathan Swanson. Jonathan is the co-founder and chairman of Thumbtack—a massive technology leader building the modern home management platform. In this episode, Jonathan tells Alex and Jesse all about how he and his co-founders came up with the idea for Thumbtack, the turning points and oh-sh*t moments of...
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Episode 16: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) discuss some of the highly self-critical beliefs Alex has been reflecting on as a founder, and how he’s learned to reframe them for himself.  #TheCrazyOnes #Startups #Entrepreneur Listen to The Crazy Ones here: https://link.chtbl.com/OV4W93_W Subscribe to Morning Brew! Sign up for free today: https://bit.ly/morningbrewyt Follow The Brew! Instagr...
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