MI Rewind: Biggest Lessons of Entrepreneurshi...

In today's episode, Kyle Grieve and Shawn O’Malley discuss whether Airbnb’s recent slowdown was a warning sign or just building the groundwork for its next growth phase. They explore how a company that owns no homes built one of travel’s strongest brands, and why AI agents could ...  Show more

Shawn O’Malley and Daniel Mahncke revisit Shopify (NASDAQ: SHOP) fifteen months after Shawn pitched it, called it one of the best businesses they’d ever studied, and recommended passing on the stock at around $80 per share. Since then, the stock has nearly doubled, gross merchand ...  Show more

IN THIS EPISODE, YOU’LL LEARN: 01:53 - Learn about Jason's first company that he sold for 300 million 08:24 - Jason's thoughts about growing a business to a national level 15:51 - Jason's thoughts on leadership 32:28 - How Jason started his Bitcoin mining business 40:40 - Jason's ...  Show more

Trey Lockerbie chats with Angel Investing legend, Jason Calacanis. Jason is an entrepreneur who sold his second business Weblogs to AOL for $30MM in 2005. Jason then founded multiple other companies and along the way, became an angel investor in companies like Uber, Robinhood, Ca ...  Show more

IN THIS EPISODE, YOU’LL LEARN: Why you shouldn’t focus on building your resume but rather building your life. Why highly successful people are rewarded from making moves and ignoring embarrassment. Why building a business around your passion is one of the most misunderstood conce ...  Show more