Episode 31: Lessons learned from investing in a better future | Pavel Sokolovsky

The Nick Halaris Show

This week on The Nick Halaris Show we are featuring entrepreneur, angel investor, and the author of the P.S. You Should Know Newsletter, Pavel Sokolovsky. Pavel has an impressive track record in business and investing and is someone I talk to regularly to compare notes on the world, expand my horizon, and challenge my assumptions. I always walk away from our discussions with some new perspectives and ideas.

Pavel is someone who has thought deeply about entrepreneurship and the art of investing and I wanted to have him on the show to highlight some of the ideas and practices that have made him so successful. I also wanted to showcase his work as a newsletter writer as I’ve gotten so much out of P.S. You Should Know over the years.

In this fascinating discussion we cover:

· What it was like to grow-up in the Midwest as an immigrant from the Soviet Union

· How Pavel managed to build a successful technology company in a decidedly old school industry

· The pros and cons of managing a chronically undercapitalized startup

· What drew Pavel to pursue angel investing and how he’s managed to be successful at such a difficult game

· Why he’s so intrinsically motivated to help other founders be successful

Stay tuned to the end to learn Pavel’s interesting take on what it means to be a socially conscious angel investor and how he prioritizes his investment decisions based on a steadfast commitment to supporting a vision of the future that he actually believes in. You’ll also learn the origin story for P.S. You Should Know and Pavel’s unique daily process for curating and developing content for his writing.