Acquired ACQ Sessions: Jason Calacanis
28 snips
Oct 4, 2022 
Jason Calacanis, a dynamic entrepreneur and angel investor, shares his journey through tech and media, revealing the behind-the-scenes of his popular podcast 'All-In.' He discusses his evolving motivations at 50+, the changing landscape of entrepreneurship, and the importance of diverse voices in the industry. Listeners will enjoy insights on navigating fame, the dynamics of venture capital, and humorous anecdotes about wealth and life lessons, all while sipping wine and enjoying lively banter in this relaxed, candid conversation.
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Early Challenges
- Jason Calacanis's dad's bar was seized by the feds, leaving him to work and attend college at night.
- This experience fueled his drive and entrepreneurial spirit from a young age.
Zine Beginnings
- Jason Calacanis started his career with zines, self-published magazines about technology.
- His first zine, Cyber Surfer, covered dial-up services and CD-ROMs.
Meeting Mentors
- Jason Calacanis met Fred Wilson and Jerry Colonna through his zine, Silicon Alley Reporter.
- This led to him reading business plans for them and identifying GeoCities as an investment opportunity.