The Dealroom with Shamus Madan
The Dealroom with Shamus Madan
Join Shamus Madan as he interviews industry leaders like Mark Cuban and Tim Draper, sharing insights on building billion-dollar businesses to inspire the next generation of entrepreneurs.
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Bobby Brannigan: How I Went From $250k In Debt To Bootstrapping A $100M Business

E122 • Feb 13, 2024 • 51 mins

In this episode, Shamus Madan chats with Bobby Brannigan about his entrepreneurial journey, from his father's grocery store to stock trading and textbook business. They discuss Bobby's innovative strategies, business financing, handling lawsuits, and market competition. Bobby shares his personal journey, including a life-changing backpacking trip and the influence of mentorship. The discussion ends with insights into scaling a business and Bobby's decision to sell his venture.

Key Points

  • Bobby Bradley went from $250,000 in credit card debt to an 8-figure business exit by identifying a gap in the college textbook market and creating an innovative online marketplace that capitalized on it.
  • His entrepreneurial drive was fueled by a childhood desire to excel at something, leading him to start a hockey league at thirteen and later pivot to analyzing stocks and eventually building a successful tech company.
  • Bradley's company faced significant challenges, including legal battles with publishers and market changes, but through innovation, such as creating a reverse bid marketplace, and strategic risk-taking, including accumulating substantial personal debt, he was able to scale the business to a lucrative acquisition.

Not too long ago, Bobby Brannigan was over $250k in debt, and at the same time, his new company was being sued by four of the biggest textbook publishers in the US. The business was on the verge of bankruptcy. But he climbed out of this hole and built his business to $100 Million in sales. Here's how he did it.

Learn more about his new business, Mercato, here: https://www.mercato.com/

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