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James Orsini

stacklist.com/jamesorsini

A multi-hat operator with 40+ years across finance, advertising, and operations. Trained at KPMG and Goldman Sachs, then spent 11 years scaling VaynerX from $42M to nearly $350M in revenue alongside Gary Vaynerchuk.

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How do I stop perfectionism from slowing down my business?

James Orsini, President of The Sasha Group, discusses the ingredients for success in business: Fail Fast, Fix Fast, and Learn Fast. The episode emphasizes prioritizing speed and iteration in marketing over perfectionism to achieve explosive business growth.

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Summary

James Orsini, President of The Sasha Group, discusses the ingredients for success in business: Fail Fast, Fix Fast, and Learn Fast. The episode emphasizes prioritizing speed and iteration in marketing over perfectionism to achieve explosive business growth.

Tags

podcast · entrepreneurship · marketing · fail-fast · business-growth · leadership · content-strategy

Key entities

James Orsini (person, 0.95) · Gary Vaynerchuk (person, 0.92) · The Sasha Group (organization, 0.95) · VaynerX (organization, 0.9) · VaynerMedia (organization, 0.88) · Sito Mobile Ltd. (organization, 0.85) · Cameron Herold (person, 0.8) · Mike Dillard (person, 0.8) · Fail Fast (concept, 0.92) · Fix Fast (concept, 0.92) · Learn Fast (concept, 0.92) · Stay on Course episode (event, 0.85)

Classification

transcript · language en · status final

Provenance

claude-haiku-4-5 via @stacklist/be@0.1.0, confidence 0.85, 28 Oct 2026