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The Leadership Writings

Curated byJames Orsini7 cardsUpdated Sep 2026
Articles, Medium posts, and guest write-ups where James is actually talking about leading, not just career history.
A Look Back on vYve from Inside the Hive
medium.com
A Look Back on vYve from Inside the Hive

In this article, James Orsini reflects on his experiences and roles at vYve, a company led by entrepreneur Gary Vaynerchuk. He shares insights from his journey and the impact of his leadership within the organization.

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James Orsini
Sasha: And the last shall be first…
medium.com
Sasha: And the last shall be first…

This article by James Orsini, President of The Sasha Group, explores the feelings of being at the back of a long line and the insights that come from such experiences. It delves into themes of patience, perseverance, and the eventual rewards of waiting one's turn.

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James Orsini
Business Leader Expertise: James Orsini on Perseverance
medium.com
Business Leader Expertise: James Orsini on Perseverance

This article features an interview with James Orsini, President of the Sasha Group, discussing the importance of perseverance in business leadership. Orsini shares insights on recognizing strengths and leveraging them for success.

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James Orsini
My Observations from Inside the Boardroom
medium.com
My Observations from Inside the Boardroom

In this article, James Orsini shares insights gained from his experiences in the boardroom, particularly in light of The Business Roundtable's recent announcement about redefining corporate missions around stakeholder interests. The piece explores the implications of this shift for CEOs and businesses alike.

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James Orsini
Hey Sasha: It’s 5… time to move on.
medium.com
Hey Sasha: It’s 5… time to move on.

This article reflects on the journey of The Sasha Group, which has been in existence for over five years. It discusses the significance of the number 5 and what it means for the future of the group.

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James Orsini
James Orsini: Building A Multi-Million Dollar Business
medium.com
James Orsini: Building A Multi-Million Dollar Business

This article explores James Orsini's journey to becoming the COO of Vaynermedia, detailing his career path from public accounting to significant roles in finance and business. It highlights the pivotal moments and decisions that contributed to his success in building a multi-million dollar enterprise.

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James Orsini
Create Your Own Job, Don’t Send a Resume
medium.com
Create Your Own Job, Don’t Send a Resume

This article discusses the unconventional approach of creating your own job instead of relying on traditional methods like sending resumes. The author shares insights on how to take initiative and carve out unique career opportunities.

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James Orsini