Listen to This Podcast Episode Here

by Patrick O’Shaughnessy

This week’s episode covers a new set of topics. The conversation, with Niel Robertson, covers media, e-sports, content distribution, marketing, and a lot more. Niel started a software company out of his bedroom when he was 14, and sold his first company in 1999 for $280 million, when he was 24 years old. He has started and sold other companies to Twitter and Cisco. He started another large business that ultimately failed. He’s been an investor, venture partner, and serial entrepreneur. You can find more in the shownotes.

As I often do, I cut the long background section from the interview so we can get right to the meat of things, but Niel concluded that section saying: “I think it could all summed up by saying I just liked building things and I can’t stop doing it.”

In addition to the overall media landscape, we discuss the role that the biggest media platforms will play, and where other opportunities may exist. We cover digital collectibles stored on blockchain, and what type of digital assets may be leased to others. We close with a discussion of leadership, company structure, content creation, and something you should do each year.

As a recent New York transplant, Niel is always interested in connecting with founders, investors, angels and crypto experts in the New York community. You can reach him at

Books Referenced

The Start-up of You: Adapt to the Future, Invest in Yourself, and Transform Your Career

Show Notes

0:00 – (First Question) – Overview of the media landscape as it relates to influencer marketing

4:12 – How does he think about this space as an investor

9:51 – What is the future of distribution of products

14:31 – An overview of the e-sports ecosystem

15:50 – The shift of people watching others play video games

17:36 – Will we see power shift from the platform to the influencer

24:33 – Why Amazon is the sleeper in this game

27:08 – Reviewing some of the other platforms, starting with Snapchat

28:24 – Twitter

29:36 – Other platforms that should be focused on…Pinterest

31:08 – His interest in blockchain and digital collectibles

34:04 – Who will be disrupted by digital collectibles

35:25 – Why does the decentralization of these assets matter

37:19 – The tokenization of assets

39:41 – What companies have the largest hurdles to innovate in these spaces

42:27 – His thoughts on leadership

44:14 – The Start-up of You: Adapt to the Future, Invest in Yourself, and Transform Your Career

45:22 – Advice for content creators and content aggregators

47:40 – His thoughts on companies that aggregate top content creators

50:47 – His experience owning restaurants

53:16 – His experience in motocross

55:01 – Kindest thing anyone has done for Neil



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