Curated by
James Orsini
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.
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.
More in What James Says
See all 6 →VaynerX’s First Retiree Marks a New Milestone
lbbonline.com
How Finance Fuels Creative Vision in Business
tipalti.com
And for my next act…
medium.com
More from James Orsini
See all stacks →Difficult Conversations in Leadership with James Orsini
Difficult Conversations in Leadership features James Orsini, President of The Sasha Group, discussing his leadership philosophy, the distinction between delegation and facilitation, and how to build trust through active listening. The episode explores key leadership lessons including handling difficult conversations, strategic thinking, and advice for career advancement.
Built for AI agentsACO · 12217 tokens
Summary
Difficult Conversations in Leadership features James Orsini, President of The Sasha Group, discussing his leadership philosophy, the distinction between delegation and facilitation, and how to build trust through active listening. The episode explores key leadership lessons including handling difficult conversations, strategic thinking, and advice for career advancement.
Tags
leadership · difficult-conversations · delegation · facilitation · business-growth · communication
Key entities
James Orsini (person, 0.99) · Dr. Anthony Orsini (person, 0.99) · Gary Vaynerchuk (person, 0.95) · The Sasha Group (organization, 0.99) · VaynerX (organization, 0.95) · VaynerMedia (organization, 0.95) · Saatchi & Saatchi (organization, 0.9) · Sito Mobile (organization, 0.9) · facilitation (concept, 0.95) · delegation (concept, 0.95) · Difficult Conversations Podcast Episode 113 (event, 0.9)
Classification
transcript · language en · status final
Provenance
claude-haiku-4-5 via @stacklist/be@0.1.0, confidence 0.85, 1 Sep 2026