Jason Calacanis: A Case Study in Creating Resources

By Jeffrey Pfeffer
2019 | Case No. OB104 | Length 16 pgs.

Jason Calacanis described himself as a serial entrepreneur, angel investor, and podcaster – and someone who had come a long way from the time he had to talk his way into Fordham University. Later, when finances were tight, he talked the dean into getting the bursar to cut him a break. These early experiences with “being bold,” he believed, encouraged him to keep being bold – and creative.

This case study explores Calacanis’ path to entrepreneurship, a route that took him first into publishing, and later into angel investing, then hosting influential incubator and networking events for investors and entrepreneurs. Throughout all of these activities there was a strong creative thread – Calacanis events were not just about connecting investors and entrepreneurs, but also provided entertainment.

Learning Objective

Students will explore what drives entrepreneurs like Jason Calacanis, and how to chart a path to success that taps into non-traditional sources of power. With power, anything was possible.
This material is available for download by current Stanford GSB students, faculty, and staff, as well as Stanford GSB alumni. For inquires, contact the Case Writing Office. Download