Embrace the Squiggle: Change happens. Growth is a choice.

The 20-Year Squiggle: Thriving Through Internal Career Pivots with Darcey Bennett


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Ever wondered what a Chief of Staff actually does… and how to become one? This episode unveils the squiggly career moves that can lead to this powerful but often misunderstood role.

What You'll Discover:

  • How to leverage research skills from academia into business advantage
  • The unspoken challenges of managing teams at a young age
  • Why the Chief of Staff role might be the perfect fit for "connectors" and strategic thinkers
  • Strategic pivots between large corporations and nimble startups

Darcey Bennett shares her journey from Smith College research associate to Chief of Staff at multiple organizations including Gartner, CEB, Ellucian, and now RiskExec. Her candid insights reveal how seemingly disconnected experiences build the unique skillset needed for high-level strategic roles.

Whether you're curious about the Chief of Staff career path or simply looking to make your diverse background work for you, Darcey's experience navigating fair lending analytics, higher education software, and business advisory firms offers a masterclass in strategic career development.

Connect with Darcey: https://www.linkedin.com/in/darceybennett/

👯‍♀️ Stay in touch with your hosts:
🔗 Colleen on LinkedIn
🔗 Kristine on LinkedIn

🎧 Subscribe for more conversations that transform career complexity into your competitive advantage.

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Embrace the Squiggle: Change happens. Growth is a choice.By Colleen DelVecchio & Ashleigh Beadle

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