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O’Shaughnessy Ventures CEO O’Shaughnessy says AI helps steelman opposing views in podcast interview
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O’Shaughnessy Ventures CEO O’Shaughnessy says AI helps steelman opposing views in podcast interview
  • OShaughnessy Ventures management hosted an Infinite Loops interview with Derek Sivers on parenting, relocation, skepticism, and AI.
  • Host Jim O’Shaughnessy disclosed he is writing a fiction thriller, using a writers’ room process supported by internal AI tools.
  • O’Shaughnessy described deploying a custom AI “critic” prompt to deliver harsh editorial feedback to accelerate revisions.
  • No financial guidance, capital allocation plans, or transaction activity was discussed in the interview.


Disclaimer: This news brief was created by Public Technologies (PUBT) using generative artificial intelligence. While PUBT strives to provide accurate and timely information, this AI-generated content is for informational purposes only and should not be interpreted as financial, investment, or legal advice. OShaughnessy Ventures LLC published the original content used to generate this news brief on September 24, 2026, and is solely responsible for the information contained therein.

Disclaimer:This article represents the opinion of the author only. It does not represent the opinion of Webull, nor should it be viewed as an indication that Webull either agrees with or confirms the truthfulness or accuracy of the information. It should not be considered as investment advice from Webull or anyone else, nor should it be used as the basis of any investment decision.
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