Working Smarter, Not Longer cover

Working Smarter, Not Longer

Curated byJames Orsini5 cardsUpdated Sep 2026
James on the planning habits that actually stick, yearly playbooks for The Sasha Group, the Eisenhower matrix he still swears by, and why he calls himself a facilitator instead of a delegator.
Sasha 2021: Tag You’re It!
medium.com
Sasha 2021: Tag You’re It!

As we end our third year of operation, I will continue the tradition of reflecting on our year of accomplishment. This article discusses the achievements and milestones of The Sasha Group in 2021.

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James Orsini
Ep. 100 - Special 100th Episode: The Best Of Second In Command
cooalliance.com
Ep. 100 - Special 100th Episode: The Best Of Second In Command

As the Second in Command podcast reaches its 100th episode, host Cameron Herold shares some highlights and best moments since the podcast's launch.

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James Orsini
The Sasha Group: A Year in Review and Future Outlook
medium.com
The Sasha Group: A Year in Review and Future Outlook

This article reflects on The Sasha Group's first year as an independent entity, highlighting key achievements and lessons learned. It also discusses future strategies and goals for the coming decade.

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James Orsini
Sasha 2020: A Dream Without a Plan is a Wish
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Sasha 2020: A Dream Without a Plan is a Wish

This article by James Orsini discusses the importance of having a plan to turn dreams into reality, reflecting on the experiences of The Sasha Group in 2019. It emphasizes that without a strategic approach, aspirations remain mere wishes.

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James Orsini
Don’t Delegate… Facilitate
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Don’t Delegate… Facilitate

In this article, James Orsini, COO of VaynerMedia, discusses the importance of facilitating rather than merely delegating tasks. He shares insights on how effective facilitation can lead to better outcomes and stronger team dynamics.

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James Orsini