My First Million

Austin Rief, Founder and CEO of Morning Brew, shares his incredible journey in building a newsletter worth $75M within just five years. He discusses the lessons learned from navigating college and entrepreneurship, the importance of competition, and the dynamics of advertising in today's media landscape. Rief offers insights into thriving as an entrepreneur while balancing personal fulfillment, teamwork, and innovative ideas amid changing economic conditions. He also speculates on the future of newsletters and compelling side hustle ideas.

Kendall Saville and Michael Wittmeyer, co-founders of Bitfo, share their intriguing journey from the gambling affiliate world to investing in Milk Road. They discuss their innovative SEO hacks and the art of negotiating business deals, providing insights into their transition from online poker to entrepreneurship. The duo also explores the intersection of risk and reward in cryptocurrencies, while recounting memorable experiences in their quest for success. Their candid stories blend humor with valuable lessons in navigating the ever-evolving landscape of business.

Anand Sinha, CTO of Internet Activism, joins the discussion as students from the University of Michigan pitch their innovative startups. They explore exciting solutions for humanitarian crises, such as a Bluetooth messaging app and a platform connecting refugees with hosts. The judges provide insights on clarity in pitches and effective market strategies. Plus, the students showcase the entrepreneurial spirit thriving in academia, from an RFID-based retail tool to a dedicated app enhancing campus transactions. Who will take home the $5,000 prize?

A deep dive into Tim Ferriss's money wisdom and personal life advice brings fresh insights to the table. The conversation shifts to the real estate world, showcasing a remarkable success story from humble beginnings. Business ideas emerge around innovative SaaS tools tailored for OnlyFans, sparking curiosity about the platform's future. The hosts blend humor with serious strategies, reflecting on health routines and the balance between precision and spontaneity in entrepreneurship. A captivating analysis of celebrity initiatives rounds out the discussion.

Paul English, the entrepreneurial powerhouse and co-founder of Kayak, shares his journey of building and selling multiple companies. He discusses the importance of excellent recruitment and how personal challenges, including his experience with bipolar disorder, shape his innovations. English believes irritation can spark inspiration, leading to new ideas like a competitor to Twitter. He also critiques inefficiencies in the travel industry and explores the significance of community support in mental health.

Dive into the unconventional wisdom from entrepreneurial journeys, highlighting the realities of self-perception and criticism. Explore the myth of overnight success and the significance of community in achieving goals. The hosts discuss innovative side hustles, including personalized gifts and the fascinating history of Omaha Steaks. Get ready for humorous anecdotes, unique gift ideas, and insights on effective business solutions, all wrapped up in engaging banter!

Dive into the wild world of controversies, from the FTX scandal and the shocking confessions of Liver King to the puzzling case of Katie Haun. Explore how high-end real estate is being disrupted and the hefty price tags attached to luxury homes. Plus, discover the best strategies for using Twitter effectively. It's a blend of humor, chaos, and deep insights into the lives of public figures navigating fame and fortune.

Discover innovative AI tools reshaping productivity, like Adept, which simplifies tasks from Salesforce to Excel. The hosts dive into exciting money-making arbitrage schemes and personal goal-setting strategies for 2023. They explore engaging conversations with AI characters, touching on love and relationships. With a humorous take on social media dynamics, the discussion emphasizes setting goals early. Lastly, the journey through unconventional business ventures uncovers unique investment opportunities and the thrill of entrepreneurship.

Explore the intriguing world of strip club ownership as one entrepreneur shares his unique journey. Delve into the ethics of Black Friday shopping and consider a boycott. Unpack the chaos at Twitter under Elon Musk's leadership, including visions for its transformation. Discover the allure of private jet travel with insights on 'empty leg' flights. Lastly, reflect on the emotional rollercoaster of selling a business and the quest for purpose in life after success.

Discover five intriguing ways to make money and explore the fascinating world of vice businesses, including a billion-dollar cannabis venture. Dive into the rise of fan fiction and its influence on publishing, highlighting platforms like Wattpad. Uncover the struggles and triumphs of Black-owned media in the wake of social movements, alongside innovative branding tactics that challenge traditional norms. Plus, get inspired by the journey of an entrepreneur who revolutionized credit card processing and aviation training against all odds.