AI and The Power of Weak Ties with Chris Wyman

Chris Wyman is the Chief of Staff at an early-stage AI startup called Deeptune. In this episode, he shares how he landed his role through strategic networking, what his CoS job actually looks like day-to-day, and how he thinks about using AI tools to get leverage as his company scales from 4 to 20+ people.


You can connect with Chris on LinkedIn here!

 
 

FULL VIDEO

You can watch the full video of this podcast episode here!

Episode highlights:

  • 00:00: How Chris got his Chief of Staff role (networking + weak ties)

  • 04:30: Power of specificity in job search & networking

  • 07:00: Finding the right fit & evolving with the company

  • 11:30: From “ops” to formal Chief of Staff + role today

  • 16:00:  Recruiting approach & evolution of Chris’s networking mindset

  • 20:30:  How Chris helps job seekers & what he wants help with now

  • 25:00: Company’s AI focus & Chris’s personal AI “second brain” (Chris OS)

  • 29:30:  How to choose AI tools that actually help

  • 32:30:  Chris’s path into tech, high talent bar, and leveraging contractors

  • 36:00:  EA support and managing context switching

  • 38:30:  “Admin grab bag” and how to get fast decisions from a founder

  • 41:00:  Two schools of Chief of Staff–principal collaboration

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Playing The Long Game As A Chief of Staff with Abhi Dewan

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Executing in the Office of the COO with Rachel Hopping