Chief of Staff Event in New York hosted by David Nebinski

When: January 22nd 2026

Topic: Scaling as a Chief of Staff

Speaker: Jenna Parker, the Chief of Staff at Healthie

Focus: networking, peer-to-peer learning, community, professional development

Here are five tips that I took away from Jenna:

  1. advocate for yourself because no one else is truly going to do so for you

  2. if you work remotely, it is extremely important to over-communicate what you are working on, need help with, etc

  3. it is important for you to have 1-1 conversations with your Principal to have a dedicated space to talk about your professional development

  4. if your work stream as a CoS is really spread out across departments, look to see if you could hire someone to support you. Jenna currently has at least two people that report directly to her

  5. the CoS role can be thankless, so document your wins and find a way to celebrate the incredible work you are doing!

You can learn more in this A Chief of Staff Substack newsletter

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Chief of Staff Hacks - Feb 2026